Photoinduced [4 + 2] cycloaddition reactions of benzo[b]thiophene-2,3-dione with alkenes

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作者
Sonali Verma
Barkha Srivastava
Kusum Sharma
Rahul Joshi
Pushpa Pardasani
R. T. Pardasani
机构
[1] University of Rajasthan,Department of Chemistry
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关键词
Photocycloaddition; Thioisatin; Dioxanes; Regioselectivity; DFT calculations; Intermediate biradicals;
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摘要
[4 + 2]-Photocycloadditions of benzo[b]thiophene-2,3-dione with electron-rich and electron-deficient alkenes have been described. Olefins preferentially add at both carbonyl groups to give the head-to-head [4 + 2] cycloadducts, i.e., dioxanes only. Comprehensive molecular orbital calculations at DFT-B3LYP level have been carried out to address the mechanism as well as regiochemical course of the reaction.
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页码:723 / 731
页数:8
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