Expedient Synthesis of Pyrroloquinolinones by Rh-Catalyzed Annulation of N-Carbamoyl Indolines with Alkynes through a Directed C-H Functionalization/C-N Cleavage Sequence.
Yang, Xiao-Fei; Hu, Xu-Hong; Loh, Teck-Peng; Organic letters 17 (2015) 1481–1484; doi:10.1021/acs.orglett.5b00355

data_1518820
_publ_section_title
;
 Expedient Synthesis of Pyrroloquinolinones by Rh-Catalyzed Annulation of
 N-Carbamoyl Indolines with Alkynes through a Directed C-H
 Functionalization/C-N Cleavage Sequence.
;
_journal_issue                   6
_journal_name_full               'Organic letters'
_journal_page_first              1481
_journal_page_last               1484
_journal_paper_doi               10.1021/acs.orglett.5b00355
_journal_volume                  17
_journal_year                    2015
_chemical_absolute_configuration unk
_chemical_formula_sum            'C23 H17 N O'
_chemical_formula_weight         323.38
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
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_symmetry_space_group_name_H-M   'P 1'
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_cell_length_b                   10.7208(5)
_cell_length_c                   16.4862(8)
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_cell_measurement_theta_max      26.0552
_cell_measurement_theta_min      2.2024
_cell_volume                     1633.82(13)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
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_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2013)'
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_diffrn_ambient_temperature      103.(2)
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_diffrn_measurement_device_type  'CCD area detector'
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_diffrn_reflns_limit_k_min       -13
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_diffrn_reflns_theta_max         27.27
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_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.83
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_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.280
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_refine_diff_density_min         -0.280
_refine_ls_extinction_method     none
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_refine_ls_number_parameters     901
_refine_ls_number_reflns         14454
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0722
_refine_ls_R_factor_gt           0.0518
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0820P)^2^+0.1103P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1226
_refine_ls_wR_factor_ref         0.1427
_reflns_number_gt                11791
_reflns_number_total             14454
_reflns_threshold_expression     'I > 2\s(I)'
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_cod_data_source_block           I
_cod_depositor_comments          'Adding full bibliography for 1518820.cif.'
_cod_database_code               1518820
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