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Issue 84, 2020
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Cut and sew: benzofuran-ring-opening enabled cyclopentenone ring formation

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Abstract

A facile approach to the fully substituted cyclopentenones involving an unprecedented benzofuran-ring-opening is described. The cleavage of a benzofuran endocyclic C2–O bond proceeded smoothly in the absence of any transition metal catalyst or highly reactive organometallic reagent. Such benzofuran-ring-opening is delicately incorporated into an acid-catalyzed cascade process, orchestrating a novel synthetic strategy for complex cyclopentenones with excellent yields and diastereoselectivities.

Graphical abstract: Cut and sew: benzofuran-ring-opening enabled cyclopentenone ring formation

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Article information


Submitted
03 Aug 2020
Accepted
08 Sep 2020
First published
14 Sep 2020

Chem. Commun., 2020,56, 12817-12820
Article type
Communication

Cut and sew: benzofuran-ring-opening enabled cyclopentenone ring formation

K. Wang, C. Jiang, Z. Zhang, C. Han, X. Wang, Y. Li, K. Chen and J. Zhao, Chem. Commun., 2020, 56, 12817
DOI: 10.1039/D0CC05271J

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