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Ringing the Changes: A Remarkable Carbene‐Free Synthesis of Difluorocyclopropenes
Author(s) -
Brisdon Alan K.,
Crossley Ian R.,
Flower Kevin R.,
Pritchard Robin G.,
Warren John E.
Publication year - 2003
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200250756
Subject(s) - difluorocarbene , carbene , geminal , ring (chemistry) , reagent , chemistry , butyllithium , combinatorial chemistry , metalation , organic chemistry , photochemistry , catalysis
The end is in sight for the use of difluorocarbene (generated from toxic or inconvenient heavy‐metal or gaseous reagents) in the preparation of geminal difluorocyclopropenyl compounds. A series of fluorinated alkynes now serve as precursors to these important small‐ring systems (e.g. see picture) through a remarkably facile and convenient transformation initiated by tert ‐butyllithium.