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author:

Shi, Zhaojiang (Shi, Zhaojiang.) [1] | Li, Yuanyuan (Li, Yuanyuan.) [2] | Li, Nan (Li, Nan.) [3] | Wang, Wei-Zhen (Wang, Wei-Zhen.) [4] | Lu, Hao-Kuan (Lu, Hao-Kuan.) [5] | Yan, Hong (Yan, Hong.) [6] | Yuan, Yaofeng (Yuan, Yaofeng.) [7] | Zhu, Jun (Zhu, Jun.) [8] | Ye, Ke-Yin (Ye, Ke-Yin.) [9]

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EI

Abstract:

Benzoxathiazine dioxide, as a bioisostere of the clinically widely used diazoxide, exhibits interesting biological activity. However, limited success has been achieved in terms of its concise and direct synthesis. We report herein a facile electrochemical migratory cyclization of N-acylsulfonamides to access a diverse array of benzoxathiazine dioxides. The inclusion of electrochemistry is crucial for realizing such a novel transformation, which is substantiated both by the experiments and density-functional-theory calculations. © 2022 Wiley-VCH GmbH.

Keyword:

Bioactivity Cyclization Density functional theory Electrochemistry Sulfur compounds

Community:

  • [ 1 ] [Shi, Zhaojiang]Institute of Pharmaceutical Science and Technology, College of Chemistry, Fuzhou University, Fuzhou; 350108, China
  • [ 2 ] [Li, Yuanyuan]State Key Laboratory of Physical Chemistry of Solid Surfaces and Collaborative Innovation Center of Chemistry for Energy Materials (iChEM), Fujian Provincial Key Laboratory of Theoretical and Computational Chemistry, Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen; 361005, China
  • [ 3 ] [Li, Nan]Institute of Pharmaceutical Science and Technology, College of Chemistry, Fuzhou University, Fuzhou; 350108, China
  • [ 4 ] [Wang, Wei-Zhen]Institute of Pharmaceutical Science and Technology, College of Chemistry, Fuzhou University, Fuzhou; 350108, China
  • [ 5 ] [Lu, Hao-Kuan]Institute of Pharmaceutical Science and Technology, College of Chemistry, Fuzhou University, Fuzhou; 350108, China
  • [ 6 ] [Yan, Hong]Institute of Pharmaceutical Science and Technology, College of Chemistry, Fuzhou University, Fuzhou; 350108, China
  • [ 7 ] [Yuan, Yaofeng]Institute of Pharmaceutical Science and Technology, College of Chemistry, Fuzhou University, Fuzhou; 350108, China
  • [ 8 ] [Zhu, Jun]State Key Laboratory of Physical Chemistry of Solid Surfaces and Collaborative Innovation Center of Chemistry for Energy Materials (iChEM), Fujian Provincial Key Laboratory of Theoretical and Computational Chemistry, Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen; 361005, China
  • [ 9 ] [Ye, Ke-Yin]Institute of Pharmaceutical Science and Technology, College of Chemistry, Fuzhou University, Fuzhou; 350108, China

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Source :

Angewandte Chemie - International Edition

ISSN: 1433-7851

Year: 2022

Issue: 30

Volume: 61

1 6 . 6

JCR@2022

1 6 . 1 0 0

JCR@2023

ESI HC Threshold:74

JCR Journal Grade:1

CAS Journal Grade:1

Cited Count:

WoS CC Cited Count:

SCOPUS Cited Count:

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 0

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