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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
Abstract 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.