bluuebunny/crossref_metadata_2025_split huggingface dataset:
Stereoselective addition of benzophenone to (C5Me5) Hf (2, 3‐dimethyl‐1, 3‐butadiene)Cl
Authors: Ausema Johannes B. , Hessen Bart , Teuben Jan H. 
Published: September 2010

AbstractThe reaction of (C5Me5) Hf (s‐cis‐C6H10)Cl with benzophenone results in sequential insertion of two ketone molecules in the Hf‐diene bond through adduct intermediates. The final 1,3‐dioxa‐2‐hafnacyclonon‐6‐ene has a cis‐configuration around the double bond, in contrast with related products from (C5H5)2 Zr (diene).
Studies on Borate Esters, Part VII Borate esters of some 1,3‐diones
Authors: van Duin M. , Peters J. A. , Sinnema A. , Kieboom A. P. G. , van Bekkum H. 
Published: September 2010

AbstractAn NMR study of 1,3‐dione‐boric acid systems in DMSO is presented. Formation of borate diesters is preferred over that of borate monoesters. The 1,3‐dione moiety of the borate diester closely resembles that of the free enol tautomer. Addition of proton acids favours borate ester formation.
Electrical conductivity in hexaalkoxytriphenylenes
Authors: van Keulen J. , Warmerdam T. W. , Nolte R. J. M. , Drenth W. 
Published: September 2010

AbstractTriphenylenes containing six side‐chains O(CH2)nCH3, n  3‐5, have been prepared and doped with iodine. The compounds show mesophases which have been characterised by differential‐scanning calorimetry and small‐angle X‐ray scattering. Samples doped with iodine show an electrical conductivity of 10−4‐10−3Ω−1·m−1, which is slightly higher in the columnar mesophase than in the other phases.
Novel ringtransformations of pyrimidines and pyridines by intramolecular inverse electron demand Diels‐Alder reactions
Authors: Frissen A. E. , Marcelis A. T. M. , Geurtsen G. , de Bie D. A. , van der Plas H. C. 
Published: September 2010

Abstract2‐(1,1‐Dicyanopent‐4‐yn‐1‐yl)pyrimidines (1) and 2‐(1,1‐dicyanopent‐4‐yn‐1‐yl)nitropyridines (4) undergo intramolecular inverse electron demand Diels‐Alder cycloaddition across the C2‐C5 positions; these adducts lose hydrogen cyanide instantaneously, yielding 7,7‐dicyano‐6,7‐dihydro‐5H‐1‐pyrindines (3) and 1,1‐dicyano‐2,3‐dihydronitroindenes (6), respectively. The intramolecular cyclo‐additions of the pyridine derivatives represent the first examples of inverse electron demand reactions in pyridines.
The chemistry of small‐ring compounds. Part 51. Electron‐transfer‐initiated oxidation of some cyclopropylidene compounds
Authors: Hofland A. , de Boer Th. J. 
Published: September 2010

AbstractCyclopropylidene compounds of type 1 are found to quench the fluorescence of 9,10‐dicyanoanthracene (DCA). Nevertheless photo‐oxygenation, in the presence of DCA, leads under no circumstances to dioxetanes but (in ethanol) to a methoxy hydroperoxide 5, as tentatively shown in Scheme 2. This hydroperoxide undergoes acid rearrangement either to a lactone or to a cyclobutanone, depending on the reaction conditions (Scheme 3).
Synthesis, purification and spectral analysis of mononitrocyclopenta[cd]pyrenes
Authors: van den Braken‐van Leersum A. M. , Spijker N. M. , Lugtenburg J. , Cornelisse J. 
Published: September 2010

AbstractThe synthesis, purification and characterization of seven isomeric nitrocyclopenta[cd]‐pyrenes (nitroCPPs) are described. Nitration of partially hydrogenated CPPs affords mixtures of nitro derivatives, which, after separation, are aromatized with DDQ. The resulting nitroCPPs are characterized by their 1H NMR, 13C NMR, UV‐vis, IR and mass spectra. The interaction between the nitro group and the aromatic system of CPP is discussed.
Synthesis of phosphopeptides: A simple phosphorylation procedure for serine and threonine
Authors: de Bont H. B. A. , Veeneman G. H. , van Boom J. H. , Liskamp R. M. J. 
Published: September 2010

AbstractTreatment of suitably protected serine and threonine derivatives with N,N‐diethylaminodibenzylphosphoramidite, followed by subsequent treatment with tert‐butyl hydroperoxide affords the phosphorylated amino acids in good yields. After deprotection and coupling with the hydroxybenzotriazole ester from Boc‐Ala the protected phosphopeptides are obtained in good yields.
Reactivity of pyrene dianion and some of its 2‐substituted derivatives
Authors: Rodenburg L. , de Block R. , Bieze T. W. N. , Cornelisse J. , Lugtenburg J. 
Published: September 2010

AbstractA simple technique for the preparation of anions of polycyclic aromatic hydrocarbons is described. 1H and 13C NMR spectra of dianions of pyrene and derivatives of pyrene are reported and discussed. The electron density is greatest at the carbon atoms in the perimeter of the dianions. The presence of an electron‐donating substituent at position 2 causes an increase in the charge at positions 1 and 3.
An improved synthesis of tetraarylporphyrins
Authors: van der Made A. W. , Hoppenbrouwer E. J. H. , Nolte R. J. M. , Drenth W. 
Published: September 2010

AbstractAn improved synthesis for 5,10,15,20‐tetrakis(pentafluorophenyl)porphyrin, 5,10,15,20–tetrakis(2,4,6‐trimethylphenyl)porphyrin and 5,10,15,20‐tetrakis(2,6‐dichlorophenyl)porphyrin by an acid‐catalysed condensation of pyrrole and properly substituted aldehyde, followed by oxidation, is reported, with yields of up to 30% being obtained.
An ESR spin‐probe study of didodecyldimethylammonium bromide vesicles
Authors: Buhre Louise M. D. , Rupert Leo A. M. , Engberts Jan B. F. N. 
Published: September 2010

AbstractThe ESR spin‐probe technique has been used to investigate structural changes in didodecyldimethylammonium bromide (DDAB) bilayer vesicles (average diameter of 2000 and 3000 Å, respectively) around the phase transition temperature and in the presence of a fusogenic agent. Among several popular nitroxide spin‐probes, TEMPON‐DNPH is the only probe which binds effectively to the DDAB vesicles. Analysis of nitrogen hyperfine splitting constants (AN) revealed two different binding sites for TEMPON‐DNPH. At binding site I, the spin‐probe floats on the bilayer surface. At binding site II, the nitroxide moiety penetrates into the bilayer and experiences a more apolar microenvironment. The temperature dependence of AN indicates an increase in micropolarity at binding site II during the phase transition from a gel‐like to a liquid‐crystalline state of the bilayer. This effect is more pronounced for the larger vesicles. Estimates of the effective rotational correlation times suggest that the molecular tumbling of the probe increases with increasing temperature. No ESR spectral evidence was obtained for structural alterations in the vesicle bilayer under conditions of aggregation or fusion. This result is rationalized by assuming that binding site II is located too deeply in the vesicle bilayer to be affected by changes at the bilayer surface as they occur upon interaction with the fusogenic agent.
5‐Demethylretinal and its 5‐2H, 7‐2H2 and 5,7‐2H2 isotopomers. Synthesis, photochemistry and spectroscopy
Authors: Spijker‐Assink M. B. , Winkel C. , Baldwin G. S. , Lugtenburg J. 
Published: September 2010

AbstractAll‐trans‐5‐demethylretinal and its 5‐2H, 7‐2H and 5,7‐2H2 isotopomers have been synthesized by means of a new and simple scheme. Using photochemistry, the 9‐, 11‐ and 13‐cis, as well as the 9,13‐ and 11,13‐di‐cis isomers, were obtained. The structures were established by means of 1H NMR spectroscopy.
Halogénocyclogermazanes: Influence des substituants halogènes sur l'existence d'un équilibre cyclogermazane⇄germa‐imine
Authors: Rivière‐Baudet M. , Khallaayoun A. , Satgé J. 
Published: September 2010

AbstractStudies of ring opening of chlorocyclotrigermazanes in cycloaddition reactions with the nitrones phenyl‐ and tert‐butylbenzylideneamine N‐oxide, catalysed by Lewis bases (HMPA) or Lewis acids (ZnCl2; M(CO)6; M(CO)5·THF, M = Cr, W), show that hexachlorocyclotrigermazanes are much less reactive than the corresponding methylcyclogermazane. The decreased reactivity is attributed to the tendency of the electron‐attracting chlorine atoms to promote the “back‐donation” of electrons from nitrogen to germanium, thereby rendering the Ge‐N bond less polar and therefore less susceptible to coordination (either with Lewis acids or Lewis bases) and attack by polar reagents such as carbonyl compounds.
The formation of 1,3‐di‐Grignard reagents from small‐ring 1,3‐dibromides
Authors: Seetz J. W. F. L. , Ent H. , Rookhuizen R. Boer , Akkerman O. S. , Bickelhaupt F. 
Published: September 2010

AbstractThe reaction of 1,3‐dibromocyclobutane (5) and of 1,3‐dibromocyclopentane (6) with magnesium in diethyl ether has been investigated. The corresponding 1,3‐di‐Grignard reagents7(<9%) and12(〉〉45%), respectively, were obtained. Compound12decomposes to (2‐cyclopentenyl)magnesium bromide (13) with a half‐life of 5 h. The yields and stabilities of7and12are briefly discussed.
The structure of 1,1‐dichloro‐1‐methyl‐1λ5‐stibacyclopentane
Authors: Meinema H. A. , Noltes J. G. , Spek A. L. , Duisenberg A. J. M. 
Published: September 2010

AbstractCrystals of 1,1‐dichloro‐1‐methyl‐1λ5‐stibacyclopentane are tetragonal, space group I***4, with a = b = 15.645(7), c = 7.103(7) Å. The structure was solved using standard Patterson and Fourier methods and refined by full‐matrix least‐squares techniques to a final R = 0.047 for 841 observed reflections. The crystal structure contains tetrameric clusters of 1,1‐dichloro‐1‐methyl‐1λ5‐stibacyclopentane with short (3.613(6) Å) intermolecular Sb…Cl contacts. The coordination geometry about Sb is found to be significantly distorted from the trigonal bipyramidal 5‐coordination, observed in non‐cyclic dichlorotriorganoantimony(V) compounds, R3SbCl2, into the direction of octahedral 6‐coordination. The five‐membered C4Sb ring has a twisted conformation with a CH2‐Sb‐CH2 bond angle of 90.4(8)°.
Synthesis and characterization of novel tri‐ and tetra metallic isopropoxides of later “3d” metals
Authors: Dubey R. K. , Shah A. , Singh A. , Mehrotra R. C. 
Published: September 2010

AbstractA novel series of monomeric and generally volatile polymetallic isopropoxides of the types [Al(O‐i‐Pr)4]M[Ga(O‐i‐Pr)4], [M'(O‐i‐Pr)4]M[Zr2(O‐i‐Pr)9], [M”(O‐i‐Pr)6]M[Zr2(O‐i‐Pr)9], [M'(O‐i‐Pr)4]M[M”(O‐i‐pr)6], [Al(O‐i‐Pr)4]Fe[Zr2(O‐i‐Pr)9], [[Al(O‐i‐Pr)4]Fe[Zr2(O‐i‐Pr)9]2], [FeCl[Al(O‐i‐Pr)4][Zr2(O‐i‐Pr)9]] and [Fe[Al(O‐i‐Pr)4][Zr2(O‐i‐Pr)9][M”(O‐i‐Pr)6]] [where M = Mn(II), Fe(II), Co(II), Ni(II); M' = Al(III) or Ga(III); M” = Nb(V) or Ta(V)] has been synthesized by the reaction of bi‐ or tri‐metallic chloride isopropoxides with a potassium isopropoxy‐metallate derivative in an appropriate molar ratio. All these complexes have been characterized by elemental analysis, spectroscopic, magnetic and molecular weight measurements.
Less common modes of coordination in α,ω‐bis(di‐tert‐butylphosphino)alkane and α,ω‐bis(di‐tert‐butylphosphino) (poly)ether complexes of rhodium(I)
Authors: Timmer Klaas , Thewissen D. Harry M. W. , Marsman Jan W. 
Published: September 2010

Abstractα,ω‐Bis(di‐tert‐butylphosphino)alkane and α,ω‐bis(di‐tert‐butylphosphino) (poly)ether ligands are prepared in appreciable yields via reaction of the appropriate dihalide with two equivalents of Lip‐t‐Bu2. Reaction of [Rh(COD)(acetone)2][OTf] with the former ligands yields bridged complexes of the type [Rh(COD)(OTf)]2[μ‐t‐Bu2P(CH2)n,P‐t‐Bu2] (n = 5 and 8), containing coordinated triflate. With the ligand t‐Bu2PCH2CH2OCH2CH2P‐t‐Bu2 the monomeric complex [Rh(COD)(P∩P)][OTf] is isolated, in which the diphosphine ligand is coordinated through oxygen and one phosphorus atom. In the case of the ligand t‐Bu2P(CH2CH2O)2CH2CH2P‐t‐Bu2, the bridged complex [[Rh2(COD)2(OTf)](μ‐P∩P)][OTf] is formed, containing both coordinating and non‐coordinating triflate. In solution this complex rearranges to [[Rh(COD)]2(μ‐P∩P)][OTf]2, in which the ligand is coordinated to both rhodium nuclei via one phosphorus and one oxygen atom. With Cl−, CO and SO2, [Rh(COD)(t‐Bu2PCH2CH2OCH2CH2P‐t‐Bu2)][OTf] reacts to [Rh(COD)(Cl)]2‐(μ‐P∩P), [Rh(CO)(P∩P)][OTf] and [Rh(SO2)(P∩P)][OTf], respectively. In the reaction of [Rh(COD)(OTf)]2[μ‐t‐Bu2P(CH2),P‐t‐Bu2] with CO2 one of the reaction products is most probably [Rh(CO)3(P∩P)][OTf] with cis‐coordinated diphosphine. [Rh(COD)(Cl)]2(μ‐t–Bu2PCH2CH2OCH2CH2P‐t‐Bu2) reacts with CO to [Rh(CO)(P∩P)][Rh(CO)2(Cl)2].
Ab initio calculation on oxomanganese porphine chloride; relevance to its oxidizing capacity
Authors: den Boer D. H. W. , van Lenthe J. H. , van der Made A. W. 
Published: September 2010

AbstractThe minimal basis‐set gradient‐SCF calculations on the title molecule are reported with a view to elucidating its electronic structure and contributing towards a better understanding of its catalytic capacity in epoxidation reactions. It has been found, within C4v symmetry, that the oxygen is predominantly π‐bonded to the metal atom in a closed‐shell spin state of the complex. The availability of low‐lying unoccupied Mn d π‐O pπ molecular orbitals provides a plausible explanation for the oxygen insertion in epoxidation reactions.
Vapour‐pressure measurements and thermodynamic properties; 1,3,5‐tribromobenzene
Authors: Huinink J. , van Miltenburg J. C. , Oonk H. A. J. , Schuijff A. 
Published: September 2010

AbstractThis paper deals with the techniques in use by our group for the experimental determination of vapour pressures. We report the vapour pressures for 1,3,5‐tribromobenzene between 295 and 389 K (solid) and between 397 and 410 K (liquid). The enthalpies of sublimation and vaporization are derived from the dependence of vapour pressures on temperature: ΔH°SUB(334.78 K) = 83.54 ± 2 kJ/mol, ΔH°vap(403.23 K) = 58.68 ± 1.5 kJ/mol.
Synthesis, X ‐ ray crystal structure and reactions of dimethyl(N,N,N′,N′‐ tetramethylethanediamine)palladium
Authors: de Graaf Wim , Boersma Jaap , Grove David , Spek Anthony L. , van Koten Gerard 
Published: September 2010

AbstractThe title compound has been synthesized and characterized by X‐ ray crystallography. Thermolysis in benzene at 80°C affords a 3: 1 mixture of methane and ethane, whereas reaction with benzyl bromide affords solely ethane and [Pd(CH2Ph)(Br)(Me2NCH2CH2NMe2)]; other preparatively useful reactions are described.
Reactions of 11C recoil atoms with benzene. I. Formation of 11C labelled benzaldehyde
Authors: Kuipers P. , van Halteren B. W. , Leurs G. A. J. , Lindner L. , Brinkman G. A. 
Published: September 2010

AbstractReactions of 11C recoil atoms with C6H6 in the presence of O2 lead to the formation of high yields of labelled C6H5CHO in the gaseous (6%) and liquid (8‐10%) phase, whereas none was detected in the solid phase. For the liquid phase, 63% of the 11C activity in C6H5CHO is in the ‐CHO group, while 37% is part of the aromatic ring; in the case of gaseous C6H6 with 37% O2, the amount of 11C in the ring is only 11%. The reactions possibly leading to the formation of [11C]C6H5CHO and the 11C distribution over the molecule are discussed.
Synthesis of a trisaccharide‐ribitol‐phosphate analogue of the repeating unit of the complex polysaccharide, C‐substance, from Streptococcus pneumoniae type 1
Authors: Hermans J.P.G. , Noort D. , van der Marel G.A. , Hoogerhout P. , van Boom J.H. 
Published: September 2010

AbstractThe synthesis of analogue 14f (Scheme 2) of a fragment of the S. pneumoniae type 1 C‐substance antigen (Fig. 1, Ia) is presented. The protected disaccharide 5 and trisaccharide 7 (Scheme 1) were prepared by silver trifluoromethanesulfonate‐catalyzed α‐glycosylation of 2c with 4b (54%) and 2d with 6b (59%), respectively. A silver‐silicate‐catalyzed β‐glycosylation of ribitol derivative 9 with trisaccharide bromide 8b gave 10a (55%). The selectively deprotected trisaccharideribitol 10b was coupled with spacer 11 (Scheme 2) using phosphorylating reagent 12 to give the fully protected phosphotriester derivative 14a (98%). The stepwise deprotection of 14a, including conversion of the azide functions into acetamido groups, turned out to be troublesome and afforded 14f in low yield.
Preparation of 1,6‐anhydroglucose from (1→4)‐glucans using microwave technology
Authors: Straathof Adrie J. J. , van Bekkum Herman , Kieboom Antonius P. G. 
Published: September 2010

AbstractHeating of starch or other (1→4)‐glucans in a conventional microwave oven yields 1,6‐anhydro‐β‐D‐glucopyranose within a few minutes. Preparation of small amounts of this compound is rapid and easy by this method.
Lariat formation in splicing of pre‐messenger RNA. Conformation and base stacking at the lariat branch point studied using 500‐MHz 1H NMR and CD spectroscopy
Authors: Koole Leo H. , Buck Henk M. , Kuijpers Will H. A. , Balgobin Neil , Nyilas Agnes , Remaud Gerald , Vial Jean‐Marc , Chattopadhyaya Jyoti 
Published: September 2010

AbstractA conformational‐analysis study based on 500‐MHz 1H NMR and circular dichroism (CD) has been performed on the branched trinucleotide U‐5′‐3′‐A‐2′‐5′‐G (1) which models the branch point in the lariat structure of Group‐II excised introns. The NMR and CD results are in agreement with previous work in which it was shown that adenine 2′‐5′ guanine base stacking essentially determines the molecular conformation of compound 1. The ribose ring of the A residue shows a preference for the S conformation, while the riboses of U and G are highly flexible, i.e. no clear preference for N or S is observed. CD spectroscopy of 1 showed that ethylene glycol leads to disruption of adenine 2′‐5′ guanine stacking. Furthermore, we studied the unnatural branched trinucleotide G‐5′‐3′‐A‐2′‐5′‐U (2) in which U and G are reversed in comparison with compound 1. The molecular conformation of 2 is far more rigid in comparison with 1, as a result of very strong adenine 2′‐5′ uracil stacking. Ethylene glycol was apparently unable to facilitate de‐stacking of adenine and uracil in 2. The present results show that guanosine as the 2′linked nucleotide corresponds with a clear molecular flexibility. This may be of relevance in understanding why guanosine, as the 2′‐5′ nucleotide, is a prerequisite for the occurrence of the second step in group‐II splicing.
All E‐10,20‐methanoretinoylopsin, light‐stable rhodopsin. Synthesis and spectroscopy of all E‐10,20‐methano‐ and all‐E‐retinoyl fluoride and their reaction with bovine opsin
Authors: van der Steen R. , Groesbeek M. , van Amsterdam L. J. P. , Lugtenburg J. , van Oostrum J. , de Grip W. J. 
Published: September 2010

AbstractIn order to obtain a light‐stable rhodopsin as a potential candidate for crystallization and structural X‐ray analysis, we synthesized and characterized the novel all E‐10,20‐methano‐retinoyl fluoride (2). This retinal analogue has a locked 11‐cis configuration, preventing the light‐induced 11‐cis → trans isomerization and binds to opsin by a stable peptide bond rather than a Schiff base. 2 reacted with (methylated) bovine opsin, forming a light‐ and thermo‐stable pigment with λmax at 390 nm. Its opsin shift (2500 cm−1) is in the same order of magnitude as that in rhodopsin (2650 cm−1), suggesting that the mechanism for the red shift is not located in the direct vicinity of the chromophore‐protein linkage. We also report the first synthesis and characterization of all‐E‐retinoyl fluoride (10), which failed to give a pigment on reaction with bovine opsin.
Partition coefficients of crown ethers
Authors: Stolwijk Theodoras B. , Vos Lambertus C. , Sudholter Ernst J. R. , Reinhoudt David N. 
Published: September 2010

AbstractBenzo and dibenzo crown ethers become more water soluble as the number of oxyethylene units increase. Moreover, the solubility in water is larger than expected on the basis of calculations using empirical models, viz., “the fragment model” and “the substituent model”. New hydrophobic fragmental constants of the oxyethylene fragment, f (‐OCH2CH2‐) = −0.17, and of the veratrole fragment, f[C6H4(OCH2‐)2] = 0.99, for the system 1‐octanol/water have been determined experimentally. Using these values, reliable partition coefficients of macrocyclic polyethers can be calculated. Comparison of the benzo crown ethers with the open‐chain model compounds surprisingly did not reveal a macrocyclic effect on the partition coefficient.
Diene systems in N‐formylmorphinans; formation of a dibenz[d,f]azonine: A new example of molecular acrobatics in morphinans1 (chemistry of opium alkaloids, part XXVII)
Authors: Linders J. T. M. , Booth R. J. , Lie T. S. , Kieboom A. P. G. , Maat L. 
Published: September 2010

AbstractA new synthesis of 6‐demethoxy‐N‐formyl‐N‐northebaine (1) and its spectacular rearrangement to dibenzazonine 8 are described.N‐Demethylation of codeine (2) gave N‐norcodeine (3) which was converted into the mesyl compound 5 by N‐formylation with ethyl formate, followed by reaction with mesyl chloride in pyridine. A short treatment of 5 with lithium bromide afforded 7 which, upon reaction with potassium tert‐butoxide, yielded 1. Reaction of 7 with zinc in ethanol gave morphinan‐5,7‐diene 9. Prolonged treatment of morphinan 5 with lithium bromide gave dibenzazonine 8, which could also be obtained by reaction of 1 with hydrogen bromide. A mechanism for this rearrangement is proposed.The 1H and 13C NMR spectra of the new compounds are discussed.
Synthesis of cyclogentiotriose and cyclogentiotetrose peracetates
Authors: Bonas Georges , Excoffier Gerard , Paillet Michel , Vignon Michel 
Published: September 2010

AbstractThe syntheses of cyclogentiotriose and cyclogentiotetrose peracetates by intramolecular cyclization of corresponding linear activated oligosaccharides are described.The optimization of cyclization of linear glucotetrose has been performed according to two different routes, (a) and (b). Route (b), which corresponds to activation of the anomeric carbon with dichloromethyl methyl ether/boron trifluoride etherate reagent, prior to removal of the O‐6 trichloroacetyl ester group with ammonia, proved to be superior, in terms of yield, to route (a).
The use of zeolites in organic reactions
Authors: van Bekkum H. , Kouwenhoven H. W. 
Published: September 2010

AbstractThe use of zeolites as selective catalysts and adsorbents in organic syntheses is a field of growing importance. A brief discussion of the structure, modification and catalytic properties of zeolites relevant to the topic is presented. Some non‐ and semi‐catalytic applications of zeolites in fine‐chemical preparation are mentioned and examples are given of zeolite catalysis in oil refining and petrochemicals production. Further examples of the use of zeolites as catalysts in organic reactions are chosen from the fields of isomerization, aromatic substitution, oxidation, cyclization and heterocyclic ring formation.
Synthesis of indoles and L‐tryptophans specifically 2H‐ or 13C‐labelled in the six‐membered ring
Authors: van den Berg Ellen M. M. , van Liemt Willem B. S. , Heemskerk Bram , Lugtenburg Johan 
Published: September 2010

Abstract(4‐2H)‐, (5‐2H)‐, (6‐2H)‐, (7‐2H)‐, (4‐13C)‐ and (5‐13C)‐1H‐indole and the corresponding six L‐tryptophans [(4‐2H)‐, (5‐2H)‐, (6‐2H)‐, (7‐2H)‐, (4‐13C)‐ and (5‐13C)‐] have been synthesized from simple labelled starting materials via a single reaction scheme. The L‐tryptophans were prepared from the indoles via a quantitative one‐step biosynthetic conversion. A scheme leading to the synthesis of three other indoles, mono‐13C‐enriched in the six‐membered ring, has been developed and optimized. Indole and L‐tryptophan, 13C‐ or 2H‐enriched at the positions 4 or 5, have been synthesized with 99% isotope incorporation without scrambling. (6‐2H)‐1H‐Indole and ‐tryptophan have been synthesized with 95% deuterium incorporation and (7‐2H)‐1H‐indole and ‐tryptophan with 96%. The reactions have been carried out on a gram scale and, in the case of the 4‐13C system, they have been scaled up to the ten‐gram level with no deterioration in yield.