Update on thiopyran-fused heterocycle synthesis (2013-2024).

IF 2.9 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-06-24 DOI:10.1039/d4ob00497c
Ani Deepthi, Sruthi Sudheendran Leena, Devika Krishnan
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Abstract

Thiopyrans and their fused derivatives have significant synthetic relevance owing to their biological importance and occurrence in natural products. The current article provides an overview of synthetic strategies employed for the construction of thiopyran-fused heterocycles. In particular, this article discusses synthetic methods for the fusion of thiopyran with heterocycles such as indole, quinoline, pyrimidine, pyridine, thiophene, chromene, oxazole, pyrazole, pyran and furan and covers the literature from 2013 to 2024. The most common precursors for thiopyrano[2,3-b]indoles, thiopyranoquinolines and thiopyranothiazoles are indoline-2-thione, 2-mercaptoquinoline-3-carbaldehyde and thiazolidinone, respectively, and various reactions involving these are described in detail here. Asymmetric syntheses of thiopyranoindoles achieved using chiral catalysts based on thiourea, proline and metal complexes are also included. The biological activity associated with some compounds is also discussed.

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噻喃融合杂环合成的最新进展(2013-2024 年)。
硫代吡喃及其融合衍生物具有重要的合成意义,因为它们在生物学上非常重要,而且存在于天然产品中。本文概述了构建硫代吡喃融合杂环的合成策略。本文特别讨论了噻喃与吲哚、喹啉、嘧啶、吡啶、噻吩、色烯、噁唑、吡唑、吡喃和呋喃等杂环融合的合成方法,并涵盖了 2013 年至 2024 年的文献。硫代吡喃并[2,3-b]吲哚、硫代吡喃喹啉和硫代吡喃噻唑最常见的前体分别是吲哚啉-2-硫酮、2-巯基喹啉-3-甲醛和噻唑烷酮,本文详细介绍了涉及这些前体的各种反应。还包括使用基于硫脲、脯氨酸和金属络合物的手性催化剂实现的硫代吡喃吲哚的不对称合成。此外,还讨论了一些化合物的生物活性。
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来源期刊
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: The international home of synthetic, physical and biomolecular organic chemistry.
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