Chemoselective and diastereoselective construction of 4-alkylidene-tetrahydroquinoline <i>via</i> a redox-neutral vinylogous cascade [1,7]-hydride transfer/6-<i>endo-trig</i> cyclization strategy.
Wang, Yufeng; Li, Qiang; Song, Xiaopei; Wang, Jing; Yin, Xiangcong; Li, Shuai-Shuai; Wang, Liang; Organic & biomolecular chemistry 21 (2023) 4007–4012; doi:10.1039/d3ob00223c

data_7159326
_publ_section_title
;
 Chemoselective and diastereoselective construction of
 4-alkylidene-tetrahydroquinoline <i>via</i> a redox-neutral vinylogous
 cascade [1,7]-hydride transfer/6-<i>endo-trig</i> cyclization strategy.
;
_journal_issue                   19
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              4007
_journal_page_last               4012
_journal_paper_doi               10.1039/d3ob00223c
_journal_volume                  21
_journal_year                    2023
_chemical_formula_sum            'C22 H19 N3'
_chemical_formula_weight         325.40
_space_group_crystal_system      monoclinic
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_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-05-22 deposited with the CCDC.	2023-04-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
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_cell_measurement_temperature    293(2)
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_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
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_computing_structure_solution    'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_Laue_measured_fraction_full 0.995
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_diffrn_reflns_theta_full        67.219
_diffrn_reflns_theta_max         67.219
_diffrn_reflns_theta_min         4.140
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.580
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59801
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_description       block
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.180
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_refine_diff_density_min         -0.209
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_refine_ls_extinction_coef       0.0097(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3076
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0518
_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^)+(0.0658P)^2^+0.2027P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1287
_refine_ls_wR_factor_ref         0.1457
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2309
_reflns_number_total             3076
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ob00223c2.cif
_cod_data_source_block           exp_11675
_cod_depositor_comments          'Adding full bibliography for 7159326.cif.'
_cod_original_cell_volume        1731.55(13)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7159326
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.878
_shelx_estimated_absorpt_t_max   0.903
_shelx_res_checksum              88946