碘促进吲哚与三氟甲基n -甲苯腙的氧化环化：获得三氟甲基化吡啶肼[3,4-b]吲哚

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-05-28 DOI:10.1021/acs.orglett.5c0149010.1021/acs.orglett.5c01490

Yulian Duan, Shi Tang* and Dengke Li*,

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引用次数: 0

摘要

开发了一种高效的无金属方法来构建很少报道的三氟甲基化吡啶肼[3,4-b]吲哚支架。该方案使用一种操作安全且台架稳定的三氟甲基n -甲基腙试剂在碘促进的吲哚氧化环化过程中仅一步完成，提供了快速获得各种三氟甲基吡啶基[3,4-b]吲哚的良好产率和良好的官能团相容性。研究结果可作为实际应用中制备多环吲哚-吡啶合n -杂芳烃的合成工具箱。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Iodine-Promoted Oxidative Annulation of Indoles with Trifluoromethyl N-Tosylhydrazone: Access to Trifluoromethylated Pyridazino[3,4-b]indoles

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Iodine-Promoted Oxidative Annulation of Indoles with Trifluoromethyl N-Tosylhydrazone: Access to Trifluoromethylated Pyridazino[3,4-b]indoles

An efficient metal-free methodology for the construction of rarely reported trifluoromethylated pyridazino[3,4-b]indole scaffolds has been developed. The protocol was conducted with an operationally safe and bench-stable trifluoromethyl N-tosylhydrazone reagent in the iodine-promoted oxidative annulation of indoles in only one step, providing rapid access to a variety of trifluoromethylated pyridazino[3,4-b]indoles in good yields with good functional group compatibility. The findings could be used as a synthetic toolbox for the preparation of polycyclic indole-pyridazine fused N-heteroarenes for practical applications.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.