Oxidative annulation of L-phenylalanine using I<sub>2</sub>/DMSO: an easy approach for chemoselective synthesis of 2,3,5-trisubstituted pyridines and 2,5-disubstituted oxazoles.
Devaraju, Mohankumar; Prasad Dasappa, Jagadeesh; Organic & biomolecular chemistry 23 (2025) 3437–3442; doi:10.1039/d5ob00039d

data_7160412
_publ_section_title
;
 Oxidative annulation of L-phenylalanine using I<sub>2</sub>/DMSO: an easy
 approach for chemoselective synthesis of 2,3,5-trisubstituted pyridines
 and 2,5-disubstituted oxazoles.
;
_journal_issue                   14
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              3437
_journal_page_last               3442
_journal_paper_doi               10.1039/d5ob00039d
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         C31H21NO
_chemical_formula_sum            'C31 H21 N O'
_chemical_formula_weight         423.49
_chemical_melting_point          188
_chemical_name_common            PYRIDINE
_chemical_name_systematic
(3,5-diphenylpyridin-2-yl)(9H-fluoren-2-yl)methanone
_space_group_crystal_system      triclinic
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_space_group_name_Hall           '-P 1'
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_audit_update_record
;
2024-04-19 deposited with the CCDC.	2025-03-07 downloaded from the CCDC.
;
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_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
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_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
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_diffrn_reflns_limit_k_max       13
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_diffrn_reflns_point_group_measured_fraction_full 0.991
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_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.105
_exptl_absorpt_coefficient_mu    0.074
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             444
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Ethylacetate'
_exptl_crystal_size_max          0.21
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_refine_ls_extinction_method     none
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_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0523
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.2295P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1387
_refine_ls_wR_factor_ref         0.1552
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3428
_reflns_number_total             3964
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob00039d2.cif
_cod_data_source_block           AKASPGNAP160201_0m_a
_cod_depositor_comments
'Adding full bibliography for 7160411--7160413.cif.'
_cod_database_code               7160412
_shelx_shelxl_version_number     2019/1
_shelx_res_checksum              51341