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2. Dual Proton/Silver-Catalyzed Serial (5 + 2)-Cycloaddition and Nazarov Cyclization of (E)-2-Arylidene-3-hydroxyindanones with Conjugated Eneynes: Synthesis of Indanone-Fused Benzo[cd]azulenes

Author

Zhu, Hai-Tao, Liang, Chun-Miao, Li, Ting-Yan, Li, Lin-Yan, Zhang, Rui-Ling, Wang, Jun-Na, Qi, Rui-Qing, Zhang, Jia-Min, Yang, Ruo-Han, Yang, Yin-Qi, Zhou, An-Xi, Jin, Xiaojie, and Zhou, Ni-Ni

Abstract

A one-pot step-economic tandem process involving (5 + 2)-cycloaddition and Nazarov cyclization reactions has been reported for the facile synthesis of indanone-fused benzo[cd]azulenes from (E)-2-arylidene-3-hydroxyindanones and conjugated eneynes. This highly regio- and stereoselective bisannulation reaction is enabled by dual silver and Brønsted acid catalysis and opens up a new avenue for the construction of important bicyclo[5.3.0]decane skeletons.

Published
2023
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