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Regioselective Synthesis of Vinyl Halides, Vinyl Sulfones, and Alkynes: A Tandem Intermolecular Nucleophilic and Electrophilic Vinylation of Tosylhydrazones

Author:
Ojha, Devi Prasan, Prabhu, Kandikere Ramaiah
Source:
Organic letters 2015 v.17 no.1 pp. 18-21
ISSN:
1523-7052
Subject:
Lewis acids, Lewis bases, alkynes, carbenes, carbon, chemical reactions, chemical structure, diazo compounds, organic halogen compounds, regioselectivity
Abstract:
A diazo species is trapped in an intermolecular fashion by two independent ion species in tandem at the carbene center to install an electrophile and a nucleophile on the same carbon. This metal-free concept, which is unprecedented, has been illustrated by regioselective synthesis of a variety of vinyl halides, vinyl sulfones, and alkyne derivatives.
Agid:
5788624