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_4025793
_publ_contact_author_email       y-miwa@ps.hirokoku-u.ac.jp
_publ_contact_author_fax         +81-823-73-8570
_publ_contact_author_name        'Yoshihisa Miwa'
_publ_contact_author_phone       +81-823-73-8946
_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         'C24 H22 N2 O4 '
_chemical_formula_sum            'C24 H22 N2 O4'
_chemical_formula_weight         402.45
_chemical_melting_point          238\/D239
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_audit_creation_date             2009-05-18
_audit_creation_method           'by CrystalStructure 3.8'
_cell_angle_alpha                90.0000
_cell_angle_beta                 99.70(3)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   15.149(12)
_cell_length_b                   5.442(6)
_cell_length_c                   24.33(2)
_cell_measurement_reflns_used    9141
_cell_measurement_temperature    296.1
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      3.4
_cell_volume                     1977(3)
_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 0.990
_diffrn_measured_fraction_theta_max 0.990
_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  0.067
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            17912
_diffrn_reflns_theta_full        27.45
_diffrn_reflns_theta_max         27.45
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             848.00
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.39
_refine_diff_density_min         -0.46
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     293
_refine_ls_number_reflns         5616
_refine_ls_R_factor_gt           0.0361
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
    Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979)
    45.1918    57.9131    16.2452
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0471
_reflns_number_gt                5536
_reflns_number_total             4457
_reflns_threshold_expression     F^2^>2.0's(F^2^)
_cod_data_source_file            jo101347f_si_003.cif
_cod_data_source_block           '_yanada3'
_cod_original_formula_sum        'C24 H22 N2 O4 '
_cod_database_code               4025793