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Palladium-catalyzed 1,6- and 1,5-diyne-carbon monoxide reaction for preparation of alkylidenecyclopentenones and -butenolides

✍ Scribed by S Sugawara; K Uemura; N Tsukada; Y Inoue

Book ID: 104422201
Publisher: Elsevier Science
Year: 2003
Tongue: English
Weight: 102 KB
Volume: 195
Category: Article
ISSN: 1381-1169
DOI: 10.1016/s1381-1169(02)00573-3

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✦ Synopsis

Carbonylative [2 + 2 + 1] cycloaddition of 1,6-diyne under carbon monoxide at atmospheric pressure catalyzed by Pd 2 (dba) 3 -PPh 3 -CF 3 SO 3 H presents a new approach to the formation of a bicyclo[3.3.0]octa-1,5-dien-3-one ring system. Under higher pressure the reaction of 1,6-and 1,5-diynes occurred in a different fashion via tandem insertion of carbon monoxide to yield alkylidenebutenolide.

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