Journal
SYNTHETIC COMMUNICATIONS
Volume 41, Issue 7, Pages 1077-1087Publisher
TAYLOR & FRANCIS INC
DOI: 10.1080/00397911003797817
Keywords
Cyclization; dihydronaphthofuran; Lewis acid; nucleophilic addition; o-diethynylbenzene
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Funding
- Ministry of Education, Culture, Sports, Science, and Technology, Japan
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[image omitted] PtCl2-catalyzed cyclization of o-diethynylbenzene derivatives bearing a hydroxyethyl group yielded naphthofuran derivatives by initial intramolecular cyclization of the hydroxy group to an activated ethynyl group followed by attack of the second ethynyl group to a vinylplatinum intermediate. When the ethynyl terminal is substituted by a hydroxypropyl group, not only homologous naphthodihydropyran but also indenylidenetetrahydrofuran derivatives were formed.
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