Divergent Reactivity of Amino Acid Alkyl Ester Hydrochlorides with 2-Oxoaldehydes: Role of Selenium Dioxide To Promote Regioselective Synthesis of Imidazoles.
Padala, Anil K.; Kumar, Raju Ranjith; Athimoolam, S.; Ahmed, Qazi Naveed; Organic letters 18 (2016) 96–99; doi:10.1021/acs.orglett.5b03321

data_1540746
_publ_section_title
;
 Divergent Reactivity of Amino Acid Alkyl Ester Hydrochlorides with
 2-Oxoaldehydes: Role of Selenium Dioxide To Promote Regioselective
 Synthesis of Imidazoles.
;
_journal_issue                   1
_journal_name_full               'Organic letters'
_journal_page_first              96
_journal_page_last               99
_journal_paper_doi               10.1021/acs.orglett.5b03321
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C19 H14 F2 N2 O3'
_chemical_formula_sum            'C19 H14 F2 N2 O3'
_chemical_formula_weight         356.32
_chemical_name_common
;
Methyl 2-(2-(4-fluorobenzoyl)-5-(4-fluorophenyl)-1H-imidazol-1-yl)acetate
;
_chemical_name_systematic
;
Methyl 2-(2-(4-fluorobenzoyl)-5-(4-fluorophenyl)-1H-imidazol-1-yl)acetate
;
_space_group_crystal_system      monoclinic
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_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
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_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
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_diffrn_radiation_monochromator  graphite
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_diffrn_reflns_limit_l_min       -34
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_diffrn_reflns_point_group_measured_fraction_full 0.999
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_diffrn_reflns_theta_max         31.665
_diffrn_reflns_theta_min         2.568
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
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_exptl_crystal_description       block
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_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.17
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_refine_diff_density_min         -0.161
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_refine_ls_extinction_coef       0.0059(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
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_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.1071
_refine_ls_R_factor_gt           0.0423
_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^)+(0.0485P)^2^+0.3058P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0985
_refine_ls_wR_factor_ref         0.1266
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_reflns_number_gt                2485
_reflns_number_total             4809
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol5b03321_si_002.cif
_cod_data_source_block           3e
_cod_depositor_comments          'Adding full bibliography for 1540746.cif.'
_cod_original_cell_volume        1628.5(3)
_cod_database_code               1540746
_shelxl_version_number           2014-3
_shelx_res_checksum              71882
_shelx_hkl_checksum              70176