Papers by Alexander Dilman
ChemInform, 2000
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Organic letters, Jan 4, 2016
gem-Difluorinated phosphonium salts, which are readily obtained from aldehydes and difluoromethyl... more gem-Difluorinated phosphonium salts, which are readily obtained from aldehydes and difluoromethylene phosphobetaine, can serve as a source of radicals under reductive conditions. An iridium complex or Hantzsch ester was used as a one-electron reducing agent when irradiated with visible light. The fluorinated radicals were trapped with various alkenes, leading to products either via a photoredox cycle (for the iridium catalyst) or via a hydrogen atom transfer (for the Hantzsch ester).
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Cheminform, 2010
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ChemInform, 2015
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ChemInform, 2011
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ChemInform, 2005
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ChemInform, 2015
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The Journal of organic chemistry, Jan 5, 2014
A method for bromodifluoromethylation of iminium ions using Me3SiCF2Br is described. The reaction... more A method for bromodifluoromethylation of iminium ions using Me3SiCF2Br is described. The reaction involves room temperature activation of the silicon reagent by HMPA to generate difluorocarbene, which upon interacting with excess of bromide ion provides bromodifluoromethyl carbanionic species. The iminium electrophiles are generated in situ from aldehydes, secondary amines, proton sponge, and silyl triflate. The reaction can be extended for introduction of chlorodifluoromethyl and iododifluoromethyl groups.
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ABSTRACT
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Organic Letters, 2014
A method for bromo- and iododifluoromethylation of aldehydes using bromo- and iodo-substituted di... more A method for bromo- and iododifluoromethylation of aldehydes using bromo- and iodo-substituted difluoromethyl silicon reagents (Me(3)SiCF(2)X) is described. The reaction is performed in the presence of a combination of tetrabutylammonium and lithium salts Bu(4)NX/LiX (X = Br or I) in propionitrile. It is believed that, in this process, a short-lived halodifluoromethyl carbanion serves as nucleophile, which is reversibly generated from difluorocarbene and a halide anion.
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ChemInform, 2012
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ChemInform, 2001
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ChemInform, 2013
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Synthesis, 1998
ABSTRACT
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Organic Letters, 2013
Reactions of difluorocarbene with benzyl and alkylzinc halides leading to fluorinated organozinc ... more Reactions of difluorocarbene with benzyl and alkylzinc halides leading to fluorinated organozinc species have been described. The generated α-difluorinated organozinc reagents are reasonably stable in solution and can be quenched with external electrophiles (iodine, bromine, proton), affording compounds containing the CF(2) fragment.
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The Journal of Organic Chemistry, 2012
A new silicon reagent, difluoro(trimethylsilyl)acetonitrile, was prepared by insertion of difluor... more A new silicon reagent, difluoro(trimethylsilyl)acetonitrile, was prepared by insertion of difluorocarbene into silyl cyanide. The obtained silane served as a good cyanodifluoromethylating reagent toward aldehydes, N-tosylimines, N-alkylimines, and enamines under basic or acidic conditions.
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The Journal of Organic Chemistry, 2001
ND Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 1179... more ND Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913 Moscow, Russian Federation, and Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13 (Haus F), D-81377 München, Germany hmy ...
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Journal of Fluorine Chemistry, 2011
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European Journal of Organic Chemistry, 2011
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Papers by Alexander Dilman