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Vinylogous Elimination/Heck Coupling/Allylation Domino Reactions: Access to 2‑Substituted 2,3-Dihydrobenzofurans and Indolines

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journal contribution
posted on 2018-02-08, 00:00 authored by Jianguo Yang, Hanjie Mo, Xiuxiu Jin, Dongdong Cao, Haijian Wu, Di Chen, Zhiming Wang
A highly regio- and stereoselctive palladium-catalyzed domino reaction of functionalized aryl allyl ethers has been developed. Various aryl allyl ethers derived from the phosphine-catalyzed addition of electron-deficient allenes with phenol are found to be efficient substrates for the synthesis of 2-substituted 2,3-dihydrobenzofurans and indolines. It is the first example of aryl allyl ether used as an ideal and practical precursor of hard to get functionalized 1,3-butadiene for the heterocyclic compound synthesis.