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NaH promoted [4+3] annulation of crotonate-derived sulfur ylides with thioaurones: synthesis of 2,5-dihydrobenzo[4,5]thieno[3,2-b]oxepines

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Abstract

The [4+3] annulation reaction of crotonate-derived sulfur ylides with thioaurones has, for the first time, been reported using NaH as the base. A diverse array of 2,5-dihydrobenzo[4,5]thieno[3,2-b]oxepines is obtained in good to excellent yields. The proposed mechanism is investigated and supported by DFT calculations.

Graphical abstract: NaH promoted [4+3] annulation of crotonate-derived sulfur ylides with thioaurones: synthesis of 2,5-dihydrobenzo[4,5]thieno[3,2-b]oxepines

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Publication details

The article was received on 08 Jun 2017, accepted on 05 Sep 2017 and first published on 05 Sep 2017


Article type: Communication
DOI: 10.1039/C7CC04466F
Citation: Chem. Commun., 2017, Advance Article
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    NaH promoted [4+3] annulation of crotonate-derived sulfur ylides with thioaurones: synthesis of 2,5-dihydrobenzo[4,5]thieno[3,2-b]oxepines

    Y. Zhang, A. Yu, J. Jia, S. Ma, K. Li, Y. Wei and X. Meng, Chem. Commun., 2017, Advance Article , DOI: 10.1039/C7CC04466F

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