Gold-catalyzed cascade C-H/C-H cross-coupling/cyclization/alkynylation: an efficient access to 3-alkynylpyrroles.
Zhang, Shuai; Ma, Yuanhong; Lan, Jingbo; Song, Feijie; You, Jingsong; Organic & biomolecular chemistry 13 (2015) 5867–5870; doi:10.1039/c5ob00599j

data_7154477
_publ_section_title
;
 Gold-catalyzed cascade C-H/C-H cross-coupling/cyclization/alkynylation:
 an efficient access to 3-alkynylpyrroles.
;
_journal_issue                   21
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              5867
_journal_page_last               5870
_journal_paper_doi               10.1039/c5ob00599j
_journal_volume                  13
_journal_year                    2015
_chemical_formula_moiety         'C26 H18 I N O2'
_chemical_formula_sum            'C26 H18 I N O2'
_chemical_formula_weight         503.31
_space_group_crystal_system      triclinic
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_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
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Olex2 1.2
(compiled 2014.02.28 svn.r2899 for OlexSys, GUI svn.r4781)
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2014-10-31 deposited with the CCDC.
2015-04-16 downloaded from the CCDC.
;
_cell_angle_alpha                87.580(6)
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_cell_measurement_temperature    293(2)
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_computing_cell_refinement
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
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Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
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  1 omega  -24.00   23.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
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  2 omega  -20.00    6.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.5174  -99.0000   30.0000 26

  3 omega  -25.00    2.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.5174  -99.0000   90.0000 27

  4 omega   -6.00   90.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       19.3143   38.0000   30.0000 96

  5 omega   35.00   87.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
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  6 omega   47.00   96.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
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  7 omega  -36.00   63.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
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  8 omega  -49.00  -16.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
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_diffrn_orient_matrix_UB_32      0.0679866000
_diffrn_orient_matrix_UB_33      -0.0025477000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
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_diffrn_reflns_av_unetI/netI     0.0491
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_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.938
_diffrn_source                   'Enhance (Mo) X-ray Source'
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
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_exptl_crystal_density_diffrn    1.596
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_refine_ls_R_factor_gt           0.0361
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_refine_ls_structure_factor_coef Fsqd
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;
 w=1/[\s^2^(Fo^2^)+(0.0270P)^2^+0.0739P]
 where P=(Fo^2^+2Fc^2^)/3
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_refine_ls_weighting_scheme      calc
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_cod_data_source_file            c5ob00599j2.cif
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_cod_depositor_comments
'Adding full bibliography for 7154476--7154477.cif.'
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_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C11(H11), C12(H12), C13(H13), C16(H16), C17(H17), C18(H18),
 C19(H19), C20(H20), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26)
2.b Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C)
;
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