Rhodium-Catalyzed Dehydrogenative Cycloisomerization of Dienylcyclopropane to Highly Substituted Toluene

A rhodium-catalyzed dehydrogenative cycloisomerization of dienylcyclopropane compounds is reported, which provides a straightforward approach to a variety of highly substituted toluene derivatives in 67–85% yields. The dienylcyclopropane-imides are produced by a single-step formal three-component ol...

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Bibliographic Details
Published in:Organic letters 2021-06, Vol.23 (11), p.4337-4341
Main Authors: Nie, Wo, Shen, Shichao, Ma, Cheng
Format: Article
Language:English
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Summary:A rhodium-catalyzed dehydrogenative cycloisomerization of dienylcyclopropane compounds is reported, which provides a straightforward approach to a variety of highly substituted toluene derivatives in 67–85% yields. The dienylcyclopropane-imides are produced by a single-step formal three-component olefination procedure. Preliminary mechanistic studies indicated that an electron-withdrawing group as R plays a critical role in completing this transformation.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c01265