Base‐Promoted [4+3] Cycloadditions of <i>N</i>‐Thioacylimines with α‐Chlorohydroxamates: Construction of 1,3,5‐Thiadiazepin‐6(7<i>H</i>)‐One Derivatives

Abstract A metal‐free base‐promoted [4+3] cycloaddition reaction of N ‐thioacyl imines in situ generated from α‐amido sulfones with α‐chlorohydroxamates is described. The reaction allows the straightforward synthesis of 1,3,5‐thiadiazepin‐6(7 H )‐one derivatives in 44~90% yields. Moreover, a gram‐scale reaction and a product transformation were conducted, which further increased the diversity of products.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2024-11-28
DOI
https://doi.org/10.1002/adsc.202401193
Primary Topic
Synthesis and Catalytic Reactions
Type
article
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article

Base‐Promoted [4+3] Cycloadditions of N‐Thioacylimines with α‐Chlorohydroxamates: Construction of 1,3,5‐Thiadiazepin‐6(7H)‐One Derivatives

Zhao‐Lin He, Y. C. Liu, Gang Wang, Yang Shao
Advanced Synthesis & Catalysis
Synthesis and Catalytic Reactions
article

Base‐Promoted [4+3] Cycloadditions of N‐Thioacylimines with α‐Chlorohydroxamates: Construction of 1,3,5‐Thiadiazepin‐6(7H)‐One Derivatives

Zhao‐Lin He, Y. C. Liu, Gang Wang, Yang Shao
article en

Abstract

Abstract A metal‐free base‐promoted [4+3] cycloaddition reaction of N ‐thioacyl imines in situ generated from α‐amido sulfones with α‐chlorohydroxamates is described. The reaction allows the straightforward synthesis of 1,3,5‐thiadiazepin‐6(7 H )‐one derivatives in 44~90% yields. Moreover, a gram‐scale reaction and a product transformation were conducted, which further increased the diversity of products.

Advanced Synthesis & CatalysisVol. 367(3)
Wuhan Institute of Technology (CN)
Openalex Percentile: Top 84%
Synthesis and Catalytic Reactions
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