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Palladium-catalyzed cocyclization of arynes with alkynes: selective synthesis of phenanthrenes and naphthalenes

Authors :
Pena, Diego
Perez, Dolores
Guitian, Enrique
Castedo, Luis
Source :
Journal of the American Chemical Society. June 23, 1999, Vol. 121 Issue 24, p5827, 2 p.
Publication Year :
1999

Abstract

Arynes have been found to undergo palladium-catalyzed cocyclizations with alkynes to produce phenanthrenes. In the case of the reaction with dimethyl acetylenedicarboxylate, naphthalenes were produced. Surprisingly, the reactions with dimethyl acetylenedicarboxylate can be selectively directed toward the formation of phenanthrenes or the formation of naphthalenes by changing the catalyst. This makes it a promising method for the synthesis of polycyclic aromatic compounds.

Details

ISSN :
00027863
Volume :
121
Issue :
24
Database :
Gale General OneFile
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
edsgcl.55238329