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J Org Chem. 2007 Dec 7;72(25):9609-16. Epub 2007 Nov 14.

Allylation and vinylation of aryl radicals generated from diazonium salts.

Author information

1
Lehrstuhl für Organische Chemie I, Technische Universität München, D-85747 Garching, Germany. markus.heinrich@ch.tum.de

Abstract

Allylation and vinylation of aryl radicals generated from aryl diazonium salts provides rapid and efficient access to chlorinated and brominated derivatives of styrene and allylbenzene. Allyl chlorides were found to be better substrates than bromides due to decreased halogen transfer. Donor- and acceptor-substituted diazonium salts are well tolerated. The products represent important precursors for numerous further transformations.

PMID:
17999526
DOI:
10.1021/jo701717k
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