Palladium-catalyzed cascade cyclization of α,β-unsaturated N-tosylhydrazones with iodoarenes: access to 2H-chromenes and 2H-quinolines†

IF 2.7 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-08-30 Epub Date: 2024-10-22 DOI:10.1039/d4ob01300j
Yiyi Zheng , Xi-Wei Zhu , Yi-Yun Pan , Fei Sun , Long Yao , Xin-Xing Wu
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Abstract

A palladium-catalyzed cascade reaction of α,β-unsaturated N-tosylhydrazones with iodoarene derivatives containing a nucleophilic group has been developed, which provides facile access to 2H-chromenes and 2H-quinolines, respectively. Additionally, the double Pd–carbene migratory insertion/nucleophilic substitution processes for the synthesis of a ternary heterocyclic skeleton were possible in the developed catalytic system.

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钯催化的α、β-不饱和 N-对甲苯磺酰肼与碘醛的级联环化反应:获得 2H-苯并吡喃和 2H-喹啉。
本研究开发了一种钯催化的α,β-不饱和 N-对甲苯磺酰肼与含有亲核基团的碘代芳香烃衍生物的级联反应,可分别简便地获得 2H-苯并吡喃和 2H-喹啉。此外,在所开发的催化系统中,还可以通过双 Pd-碳烯迁移插入/亲核取代过程合成三元杂环骨架。
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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: Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.
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