TfOH-catalyzed PPh3-promoted nucleophilic cyclization reactions for the synthesis of functionalized (Z)-2-imino-benzo[e][1,3]thiazin-4-ones

IF 2.2 3区 化学 Q2 CHEMISTRY, ORGANIC Tetrahedron Pub Date : 2025-04-21 DOI:10.1016/j.tet.2025.134676
Lirong Jiang, Jiayang Zhang, Xiaolu Li, Xuan Tang, Shuwen Gong, Xianqiang Huang, Guodong Shen
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Abstract

The first example of an effective TfOH-catalyzed PPh3-promoted nucleophilic cyclization reaction for the synthesis of (Z)-2-imino-benzo[e ][1,3]thiazin-4-ones via benzo [c] [1,2]dithiol-3-ones and carbodiimides have been developed. The nucleophilic cyclization reaction offers new concise routes to access various functionalized (Z)-2-imino-benzothiazinones in moderate to excellent yields under mild reaction conditions, which are of biological and synthetic importance.

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tfoh催化pph3促进亲核环化反应合成功能化(Z)-2-亚氨基苯并[e][1,3]噻嗪-4-酮
报道了以苯并[c][1,2]二巯基-3-酮和碳二酰亚胺为原料,采用tfoh催化pph3促进的亲核环化反应合成(Z)-2-亚氨基苯并[e][1,3]噻嗪-4-酮的第一例。亲核环化反应为在温和的反应条件下获得各种功能化(Z)-2-亚胺-苯并噻唑酮提供了新的简捷途径,具有重要的生物学和合成意义。
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来源期刊
Tetrahedron
Tetrahedron 化学-有机化学
CiteScore
3.90
自引率
4.80%
发文量
439
审稿时长
34 days
期刊介绍: Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.
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