Iron-catalyzed synthesis of substituted 3-arylquinolin-2(1<i>H</i>)-ones <i>via</i> an intramolecular dehydrogenative coupling of amido-alcohols.
Bettoni, Léo; Joly, Nicolas; Mendas, Inès; Moscogiuri, Matteo Maria; Lohier, Jean-François; Gaillard, Sylvain; Poater, Albert; Renaud, Jean-Luc; Organic & biomolecular chemistry 22 (2024) 6933–6940; doi:10.1039/d4ob00649f

data_7160074
_publ_section_title
;
 Iron-catalyzed synthesis of substituted 3-arylquinolin-2(1<i>H</i>)-ones
 <i>via</i> an intramolecular dehydrogenative coupling of amido-alcohols.
;
_journal_issue                   34
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              6933
_journal_page_last               6940
_journal_paper_doi               10.1039/d4ob00649f
_journal_volume                  22
_journal_year                    2024
_chemical_formula_moiety         'C15 H10 F N O'
_chemical_formula_sum            'C15 H10 F N O'
_chemical_formula_weight         239.24
_chemical_name_systematic
;
3-(4-fluorophenyl)quinolin-2(1H)-one
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-04-16 deposited with the CCDC.	2024-07-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.879(2)
_cell_angle_gamma                90
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_cell_length_c                   22.1074(11)
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_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      32.25
_cell_measurement_theta_min      2.39
_cell_volume                     2184.88(19)
_computing_cell_refinement       'Bruker SAINT'
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_diffrn_ambient_temperature      170(2)
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_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_Laue_measured_fraction_full 0.996
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_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
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_diffrn_reflns_point_group_measured_fraction_full 0.996
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_diffrn_reflns_theta_max         28.280
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_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs 2016/2'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_description       stick
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_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         2714
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0430
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0554P)^2^+2.0108P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1106
_refine_ls_wR_factor_ref         0.1163
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2322
_reflns_number_total             2714
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ob00649f2.cif
_cod_data_source_block           bettoni9_0m_a
_cod_depositor_comments
'Adding full bibliography for 7160074--7160075.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7160074
_shelx_shelxl_version_number     2018/3
_shelx_res_checksum              91355