Visible-Light-Driven Copper-Catalyzed Aerobic Oxidative Cascade Cyclization of N-Tosylhydrazones and Terminal Alkynes: Regioselective Synthesis of 3-Arylcoumarins
Ragupathi, Ayyakkannu; Sagadevan, Arunachalam; Charpe, Vaibhav Pramod; Lin, Chun-Cheng; Hwu, Jih Ru; Hwang, Kuo Chu; Chemical Communications  (2019) –; doi:10.1039/C9CC01801H

data_7123256
_publ_section_title
;
 Visible-Light-Driven Copper-Catalyzed Aerobic Oxidative Cascade
 Cyclization of N-Tosylhydrazones and Terminal Alkynes: Regioselective
 Synthesis of 3-Arylcoumarins
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC01801H
_journal_year                    2019
_chemical_formula_sum            'C17 H14 O2'
_chemical_formula_weight         250.28
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_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2018-05-03 deposited with the CCDC.    2019-04-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.425(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
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_cell_length_c                   13.9328(15)
_cell_measurement_temperature    100(2)
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_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.938
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_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_unetI/netI     0.0291
_diffrn_reflns_Laue_measured_fraction_full 0.938
_diffrn_reflns_Laue_measured_fraction_max 0.926
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_diffrn_reflns_limit_h_min       -16
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_diffrn_reflns_point_group_measured_fraction_full 0.938
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_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         26.450
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_refine_diff_density_max         0.259
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_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2464
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0414
_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^)+(0.0576P)^2^+0.4253P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1065
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_reflns_number_gt                1973
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_reflns_threshold_expression     'I > 2\s(I)'
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_cod_database_code               7123256
_shelxl_version_number           2014/6
_shelx_res_checksum              12013