Palladium-Catalyzed Cascade Process Consisting of Isocyanide Insertion and Benzylic C(sp(3))-H Activation: Concise Synthesis of Indole Derivatives.
Nanjo, Takeshi; Tsukano, Chihiro; Takemoto, Yoshiji; Organic letters 14 (2012) 4270–4273; doi:10.1021/ol302035j

data_1508357
_publ_section_title
;
 Palladium-Catalyzed Cascade Process Consisting of Isocyanide Insertion
 and Benzylic C(sp(3))-H Activation: Concise Synthesis of Indole
 Derivatives.
;
_journal_issue                   16
_journal_name_full               'Organic letters'
_journal_page_first              4270
_journal_page_last               4273
_journal_paper_doi               10.1021/ol302035j
_journal_volume                  14
_journal_year                    2012
_chemical_formula_moiety         'C23 H17 N'
_chemical_formula_sum            'C23 H17 N'
_chemical_formula_weight         307.39
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                88.984(6)
_cell_angle_beta                 89.148(6)
_cell_angle_gamma                65.025(6)
_cell_formula_units_Z            4
_cell_length_a                   10.069(2)
_cell_length_b                   12.069(3)
_cell_length_c                   14.804(4)
_cell_measurement_reflns_used    8561
_cell_measurement_temperature    296
_cell_measurement_theta_max      27.55
_cell_measurement_theta_min      3.31
_cell_volume                     1630.5(7)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'CRYSTALS (Carruthers, et al., 1999)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0936
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15875
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.48
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_correction_T_min  0.478
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             648.00
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.800
_exptl_crystal_size_min          0.300
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_refine_diff_density_min         -0.456
_refine_ls_extinction_coef       980(236)
_refine_ls_extinction_method
'Larson (1970) Crystallographic Computing eq. 22'
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_refine_ls_hydrogen_treatment    constr
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_refine_ls_number_reflns         7355
_refine_ls_R_factor_gt           0.0951
_refine_ls_shift/su_max          0.040
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[0.0010Fo^2^ + 1.0000\s(Fo^2^)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1852
_reflns_number_gt                3996
_reflns_number_total             7355
_reflns_threshold_expression     F>2.0\s(F)
_cod_data_source_file            ol302035j_si_002.cif
_cod_data_source_block           nanjo0214
_cod_original_cell_volume        1630.4(6)
_cod_database_code               1508357