Platinum-Catalyzed, One-Pot Tandem Synthesis of Indoles and Isoquinolines via Sequential Rearrangement of Amides and Aminocyclization
Noriko Okamoto; Kei Takeda; Reiko Yanada; Journal of Organic Chemistry 75 (2010) 7615–7625; doi:10.1021/jo101347f

data_4025794
_publ_section_title
;
 Platinum-Catalyzed, One-Pot Tandem Synthesis of Indoles and Isoquinolines
 via Sequential Rearrangement of Amides and Aminocyclization
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7615
_journal_page_last               7625
_journal_paper_doi               10.1021/jo101347f
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety         'C36 H33 N3 O6 0.5(C2 Cl2) '
_chemical_formula_sum            'C37 H33 Cl N3 O6'
_chemical_formula_weight         651.14
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.0000
_cell_angle_beta                 109.67(4)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   13.709(18)
_cell_length_b                   15.467(16)
_cell_length_c                   16.491(19)
_cell_measurement_reflns_used    15759
_cell_measurement_temperature    293.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     3293(7)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.044
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            29964
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.167
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.816
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1364.00
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.93
_refine_diff_density_min         -1.11
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.954
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     457
_refine_ls_number_reflns         9782
_refine_ls_R_factor_gt           0.0506
_refine_ls_shift/su_max          0.0909
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
    Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979)
    824.5170    1124.8900    316.3510
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0644
_reflns_number_gt                9670
_reflns_number_total             7503
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jo101347f_si_004.cif
_cod_data_source_block           '_090723'
_cod_original_formula_sum        'C37 H33 Cl N3 O6 '
_cod_database_code               4025794