Ringing the Changes: A Remarkable Carbene‐Free Synthesis of Difluorocyclopropenes | Zendy

Brisdon Alan K. | Zendy; Crossley Ian R. | Zendy; Flower Kevin R. | Zendy; Pritchard Robin G. | Zendy; Warren John E. | Zendy

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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.

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