- Synthesis of 1,1-difluoroethylsilanes and their application for the introduction of the 1,1-difluoroethyl group
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1,1-Difluoroethysilanes (R3SiCF2CH3, R = Me or Et) were synthesized from 1,1-difluoroethyl phenyl sulfone and chlorosilanes using magnesium metal via reductive 1,1-difluoroethylation. It was confirmed that 1,1-difluoroethylsilanes were effective 1,1-difluoroethylating reagents for carbonyl compounds.
- Mogi, Ryo,Morisaki, Kazuo,Hu, Jinbo,Prakash, G.K. Surya,Olah, George A.
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p. 1098 - 1103
(2008/02/09)
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- NUCLEOPHILIC SUBSTITUTION REACTIONS OF DIFLUOROMETHYL PHENYL SULFONE WITH ALKYL HALIDES LEADING TO THE FACILE SYNTHESIS OF TERMINAL 1,1-DIFLUORO-1-ALKENES AND DIFLUOROMETHYLALKANES
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(Benzenesulfonyl)difluoromethyl anion, in situ generated from difluoromethyl phenyl sulfone and a base, was found to easily undergo nucleophilic substitution reactions (SN2 with primary alkyl halides, elemental halogens, and perfluoroalkyl halides with good selectivity. The formed (Benzenesulfonyl) difluoromethylalkanes are useful intermediates for the facile preparation of 1,1-difluoro-1alkenes and difluoromethylalkanes. Thus, difluoromethyl phenyl sulfone acts as both “CF2=” and CF2H” synthons.
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Page/Page column 7; 15
(2008/06/13)
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- Difluoromethyl phenyl sulfone, a difluoromethylidene equivalent: Use in the synthesis of 1,1-difluoro-1-alkenes
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A nucleophilic substitution-elimination reaction strategy in which difluoromethyl phenyl sulfone is used as a selective difluoromethylidene equivalent allows the facile synthesis of 1,1-difluoro-1-alkenes from primary alkyl halides (see scheme).
- Prakash, G.K. Surya,Hu, Jinbo,Wang, Ying,Olah, George A.
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p. 5203 - 5206
(2007/10/03)
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