Sequential coupling/desilylation-coupling/cyclization in a single pot under Pd/C-Cu catalysis: synthesis of 2-(hetero)aryl indoles.
Rao, R. Mohan; Reddy, Upendar C. H.; Alinakhi,; Mulakayala, Naveen; Alvala, Mallika; Arunasree, M. K.; Poondra, Rajamohan R.; Iqbal, Javed; Pal, Manojit; Organic & biomolecular chemistry 9 (2011) 3808–3816; doi:10.1039/c0ob01161d

data_7151830
_publ_section_title
;
 Sequential coupling/desilylation-coupling/cyclization in a single pot
 under Pd/C-Cu catalysis: synthesis of 2-(hetero)aryl indoles.
;
_journal_issue                   10
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              3808
_journal_page_last               3816
_journal_paper_doi               10.1039/c0ob01161d
_journal_volume                  9
_journal_year                    2011
_chemical_formula_moiety         'C17 H17 N O2 S '
_chemical_formula_sum            'C17 H17 N O2 S'
_chemical_formula_weight         299.39
_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'
_audit_creation_date             2010-05-20
_audit_creation_method           'by CrystalStructure 3.8'
_cell_angle_alpha                69.524(7)
_cell_angle_beta                 88.465(14)
_cell_angle_gamma                89.340(13)
_cell_formula_units_Z            2
_cell_length_a                   5.805(4)
_cell_length_b                   10.234(6)
_cell_length_c                   13.495(8)
_cell_measurement_reflns_used    4183
_cell_measurement_temperature    298
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.2
_cell_volume                     750.8(8)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR2004
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.932
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.027
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8318
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         27.44
_exptl_absorpt_coefficient_mu    0.219
_exptl_absorpt_correction_T_max  0.957
_exptl_absorpt_correction_T_min  0.427
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             316.00
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.31
_refine_diff_density_min         -0.41
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     207
_refine_ls_number_reflns         2971
_refine_ls_R_factor_gt           0.0574
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979)
19207.1000 26572.0000 7561.1600
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0603
_reflns_number_gt                2515
_reflns_number_total             2988
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            c0ob01161d.txt
_cod_data_source_block           '__SX_100519_001'
_cod_original_formula_sum        'C17 H17 N O2 S '
_cod_database_code               7151830