A formal (5+1) annulation reaction from heterodimerization of two different isocyanides: stereoselective synthesis of 2H-benzo[b][1,4]oxazin-2-one

Shikuan Su; Jie Hu; Yongmei Cui; Chongrong Tang; Yali Chen; Jian Li

doi:10.1039/C9CC06678K

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A formal (5+1) annulation reaction from heterodimerization of two different isocyanides: stereoselective synthesis of 2H-benzo[b][1,4]oxazin-2-one†‡

Shikuan Su,^ab Jie Hu,^a Yongmei Cui,^a Chongrong Tang,^a Yali Chen*^ab and Jian Li

*^ab

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* Corresponding authors

^a School of Materials Science and Engineering, Shanghai University, 99 Shangda Road, Shanghai 200444, P. R. China
E-mail: yalichen@shu.edu.cn

^b Department of Chemistry, Center for Supramolecular Chemistry and Catalysis, College of Sciences & Institute for Sustainable Energy, Shanghai University, 99 Shangda Road, Shanghai 200444, P. R. China
E-mail: lijian@shu.edu.cn

Abstract

A novel (5+1) annulation reaction of functionalized 2-isocyanophenyloxyacrylate and aromatic, aliphatic isocyanides has been disclosed. This domino reaction involves the unusual heterodimerization of two different isocyanides and allows for a quick access to many 2H-benzo[b][1,4]oxazin-2-one derivatives.

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Article information

DOI: https://doi.org/10.1039/C9CC06678K
Article type: Communication
Submitted: 28 Aug 2019
Accepted: 18 Sep 2019
First published: 18 Sep 2019

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Chem. Commun., 2019,55, 12243-12246

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A formal (5+1) annulation reaction from heterodimerization of two different isocyanides: stereoselective synthesis of 2H-benzo[b][1,4]oxazin-2-one

S. Su, J. Hu, Y. Cui, C. Tang, Y. Chen and J. Li, Chem. Commun., 2019, 55, 12243 DOI: 10.1039/C9CC06678K

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Chemical Communications

A formal (5+1) annulation reaction from heterodimerization of two different isocyanides: stereoselective synthesis of 2H-benzo[b][1,4]oxazin-2-one†‡

Abstract

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A formal (5+1) annulation reaction from heterodimerization of two different isocyanides: stereoselective synthesis of 2H-benzo[b][1,4]oxazin-2-one

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