Synthesis of 5-aryl-3,3′-bis-indolyl and bis-7-aza-indolyl methanone derivatives from 5-bromo-7-azaindoles via sequential methylenation using microwave irradiation, CAN oxidation, and Suzuki coupling reactions
Pavithra, Elavarasan; Kannadasan, Sathananthan; Shanmugam, Ponnusamy; RSC Advances 12 (2022) 30712–30721; doi:10.1039/D2RA05849A

data_7245731
_publ_section_title
;
 Synthesis of 5-aryl-3,3&#x2032;-bis-indolyl and bis-7-aza-indolyl
 methanone derivatives from 5-bromo-7-azaindoles via sequential
 methylenation using microwave irradiation, CAN oxidation, and Suzuki
 coupling reactions
;
_journal_issue                   47
_journal_name_full               'RSC Advances'
_journal_page_first              30712
_journal_page_last               30721
_journal_paper_doi               10.1039/D2RA05849A
_journal_volume                  12
_journal_year                    2022
_chemical_formula_moiety         'C17 H14 N4 O'
_chemical_formula_sum            'C17 H14 N4 O'
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_space_group_crystal_system      monoclinic
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_space_group_name_Hall           '-C 2yc'
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_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-05-11 deposited with the CCDC.	2022-10-18 downloaded from the CCDC.
;
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'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
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_diffrn_ambient_temperature      297(2)
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_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type
'Bruker D8 VENTURE diffractometer with PHOTON II detector'
_diffrn_measurement_method       '\w and \f scan'
_diffrn_radiation_monochromator  graphite
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_diffrn_reflns_limit_l_min       -17
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_diffrn_reflns_point_group_measured_fraction_full 0.983
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_diffrn_reflns_theta_max         29.993
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_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
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_refine_diff_density_max         0.274
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_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
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_refine_ls_restrained_S_all      1.104
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_refine_ls_R_factor_gt           0.0452
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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^)+(0.0666P)^2^+0.6403P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_reflns_number_gt                1712
_reflns_number_total             2018
_reflns_threshold_expression     'I > 2\s(I)'
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_cod_original_sg_symbol_H-M      'C 2/c'
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_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.982
_shelx_estimated_absorpt_t_max   0.987
_shelx_res_checksum              69895