Domino C‒C/C‒O bond formation: palladium-catalyzed regioselective synthesis of 7-iodobenzo[b]furans using 1,2,3-triiodobenzenes and benzylketones
Al-Zoubi, Raed M.; Al-Jammal, Walid K.; Ferguson, Michael J.; Murphy, Graham K.; RSC Advances 11 (2021) 30069–30077; doi:10.1039/D1RA05730H

data_7243500
_publ_section_title
;
 Domino C--C/C--O bond formation: palladium-catalyzed regioselective
 synthesis of 7-iodobenzo[b]furans using 1,2,3-triiodobenzenes and
 benzylketones
;
_journal_issue                   48
_journal_name_full               'RSC Advances'
_journal_page_first              30069
_journal_page_last               30077
_journal_paper_doi               10.1039/D1RA05730H
_journal_volume                  11
_journal_year                    2021
_chemical_formula_moiety         'C21 H14 Cl I O'
_chemical_formula_sum            'C21 H14 Cl I O'
_chemical_formula_weight         444.67
_chemical_name_systematic
2-(4-chlorophenyl)-7-iodo-5-methyl-3-phenyl-1-benzofuran
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-11-30 deposited with the CCDC.	2021-08-31 downloaded from the CCDC.
;
_cell_angle_alpha                82.2199(4)
_cell_angle_beta                 69.7716(4)
_cell_angle_gamma                70.2331(4)
_cell_formula_units_Z            2
_cell_length_a                   8.1585(3)
_cell_length_b                   10.0268(4)
_cell_length_c                   11.7398(5)
_cell_measurement_reflns_used    9922
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      28.79
_cell_measurement_theta_min      2.16
_cell_volume                     847.84(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'DIRDIF-2008 (Beurskens et al., 2008)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0088
_diffrn_reflns_av_unetI/netI     0.0138
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8279
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.066
_diffrn_reflns_theta_min         1.849
_exptl_absorpt_coefficient_mu    2.050
_exptl_absorpt_correction_T_max  0.0365
_exptl_absorpt_correction_T_min  0.0125
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS 2016/2 (Krause et al., 2015)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.742
_exptl_crystal_description       prism
_exptl_crystal_F_000             436
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: chloroform'
_exptl_crystal_size_max          0.338
_exptl_crystal_size_mid          0.127
_exptl_crystal_size_min          0.111
_refine_diff_density_max         3.038
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         4253
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0353
_refine_ls_R_factor_gt           0.0338
_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^)+(0.0555P)^2^+0.8241P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0929
_refine_ls_wR_factor_ref         0.0944
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4008
_reflns_number_total             4253
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ra05730h2.cif
_cod_data_source_block           jus1705
_cod_database_code               7243500
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.544
_shelx_estimated_absorpt_t_max   0.804
_shelx_res_checksum              57861