Conversion between Difluorocarbene and Difluoromethylene Ylide | Zendy

Zheng Jian | Zendy; Lin JinHong | Zendy; Cai Ji | Zendy; Xiao JiChang | Zendy

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Conversion between Difluorocarbene and Difluoromethylene Ylide

Author(s) -

Zheng Jian,

Lin JinHong,

Cai Ji,

Xiao JiChang

Publication year - 2013

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201303248

Subject(s) - difluorocarbene , ylide , carbene , reagent , reactivity (psychology) , wittig reaction , chemistry , medicinal chemistry , organic chemistry , photochemistry , catalysis , medicine , alternative medicine , pathology

The interconversion between difluoromethylene ylide and difluorocarbene is described. The difluoromethylene ylide precursor, Ph 3 P + CF 2 CO 2 − , could be turned into an efficient difluorocarbene reagent, whereas the classical difluorocarbene reagents, HCF 2 Cl and FSO 2 CF 2 CO 2 TMS, could generate highly reactive difluoromethylene ylide. Thus the Wittig difluoro‐olefination and difluorocyclopropanation could be selectively realized by using the same reagent. In addition, the ylides obtained from different carbene sources showed different reactivity in Wittig reactions.

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