[4 + 2] cycloaddition reactions of β-naphtha-1-thioquinones generated from 2-naphthols and DAST

Yang Geng; Xianying Gao; Apeng Liang; Jingya Li; Dapeng Zou; Yangjie Wu; Yusheng Wu

doi:10.1039/D2OB01044E

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[4 + 2] cycloaddition reactions of β-naphtha-1-thioquinones generated from 2-naphthols and DAST†

Yang Geng,^ab Xianying Gao,^a Apeng Liang,^a Jingya Li,^a Dapeng Zou,*^a Yangjie Wu

*^a and Yusheng Wu

*^ac

Author affiliations

* Corresponding authors

^a College of Chemistry and Green Catalysis Center, Zhengzhou University, No. 100, Science Avenue, Zhengzhou, Henan 450001, People's Republic of China
E-mail: zdp@zzu.edu.cn, wyj@zzu.edu.cn

^b Department of Pharmacy, Zhengzhou Railway Vocational and Technical College, No. 56 Pengcheng Avenue, Zhengdong New District Zhengzhou, Hennan 451460, People's Republic of China

^c Tetranov International, Inc., 100 Jersey Avenue, Suite A340, New Brunswick, New Jersey 08901, USA
E-mail: yusheng.wu@tetranovglobal.com

Abstract

An original and facile method for the generation of β-naphtha-1-thioquinones using DAST and 2-naphthols has been developed. A series of dehydro-2-naphthol-1-sulphides or naphtha-oxathiane derivatives were synthesized by in situ Diels–Alder cycloaddition reactions of β-naphtha-1-thioquinone with itself or various alkenes.

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DOI: https://doi.org/10.1039/D2OB01044E
Article type: Communication
Submitted: 03 Jun 2022
Accepted: 28 Jul 2022
First published: 31 Jul 2022

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Org. Biomol. Chem., 2022,20, 6750-6754

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[4 + 2] cycloaddition reactions of β-naphtha-1-thioquinones generated from 2-naphthols and DAST

Y. Geng, X. Gao, A. Liang, J. Li, D. Zou, Y. Wu and Y. Wu, Org. Biomol. Chem., 2022, 20, 6750 DOI: 10.1039/D2OB01044E

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Organic & Biomolecular Chemistry

[4 + 2] cycloaddition reactions of β-naphtha-1-thioquinones generated from 2-naphthols and DAST†

Abstract

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[4 + 2] cycloaddition reactions of β-naphtha-1-thioquinones generated from 2-naphthols and DAST

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