Room-Temperature Coupling/Decarboxylation Reaction of α-Oxocarboxylates with α-Bromoketones: Solvent-Controlled Regioselectivity for 1,2- and 1,3-Diketones.
He, Zhen; Qi, Xiaotian; She, Zhijie; Zhao, Yinsong; Li, Shiqing; Tang, Junbin; Gao, Ge; Lan, Yu; You, Jingsong; The Journal of organic chemistry 82 (2017) 1403–1411; doi:10.1021/acs.joc.6b02575

data_4032337
_publ_section_title
;
 Room-Temperature Coupling/Decarboxylation Reaction of \a-Oxocarboxylates
 with \a-Bromoketones: Solvent-Controlled Regioselectivity for 1,2- and
 1,3-Diketones.
;
_journal_issue                   3
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              1403
_journal_page_last               1411
_journal_paper_doi               10.1021/acs.joc.6b02575
_journal_volume                  82
_journal_year                    2017
_chemical_formula_moiety         'C15 H11 Br O2'
_chemical_formula_sum            'C15 H11 Br O2'
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
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Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
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  1 omega   20.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  2 omega   23.00   90.00   1.0000    1.0000
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  3 omega  -31.00   63.00   1.0000    1.0000
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  4 omega  -31.00   53.00   1.0000    1.0000
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  5 omega   10.00  104.00   1.0000    1.0000
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  6 omega   38.00  116.00   1.0000    3.4700
omega____ theta____ kappa____ phi______ frames
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  7 omega   39.00  109.00   1.0000    3.4700
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  8 omega   40.00   98.00   1.0000    3.4700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -120.0000 58

  9 omega   39.00  109.00   1.0000    3.4700
omega____ theta____ kappa____ phi______ frames
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 10 omega   38.00   91.00   1.0000    3.4700
omega____ theta____ kappa____ phi______ frames
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 11 omega   90.00  175.00   1.0000    3.4700
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  120.0000 85

 12 omega  100.00  178.00   1.0000    3.4700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000 -150.0000 78

 13 omega   38.00   91.00   1.0000    3.4700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 53

 14 omega   90.00  175.00   1.0000    3.4700
omega____ theta____ kappa____ phi______ frames
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 15 omega   38.00   91.00   1.0000    3.4700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  150.0000 53

 16 omega   20.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   57.0000  150.0000 84

 17 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -57.0000   90.0000 84

 18 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -57.0000  -90.0000 84

 19 omega   20.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   57.0000 -120.0000 84

 20 omega   90.00  175.00   1.0000    3.4700
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000 -180.0000 85

 21 omega   70.00  130.00   1.0000    3.4700
omega____ theta____ kappa____ phi______ frames
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 22 omega   90.00  175.00   1.0000    3.4700
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  -90.0000 85
;
_diffrn_measurement_device       'four-circle diffractometer'
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_diffrn_reflns_av_unetI/netI     0.0241
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_diffrn_source                   'Enhance (Cu) X-ray Source'
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
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_exptl_crystal_density_diffrn    1.532
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'w=1/[\s^2^(Fo^2^)+(0.0990P)^2^+0.8940P] where P=(Fo^2^+2Fc^2^)/3'
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;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C7(H7), C11(H11), C14(H14), C19(H19), C30(H30), C40(H40), C48(H48),
 C53(H53), C58(H58)
2.b Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
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_olex2_submission_special_instructions 'No special instructions were received'