Synthesis of 3,4-Fused Pyrroles with Seven-Membered Carbocycles via Cascade C–C σ-Bond Cleavage/Intramolecular Cyclization Reactions

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-05-23 DOI:10.1021/acs.orglett.5c01607

Yan Wang, Qiongwen Kang, Nana Fei, Peng He, Zongkang Wang, Lingkai Kong, Yanzhong Li

引用次数: 0

Abstract

A novel tandem reaction involving amino-substituted ynones and cyclic carbonyls has been developed, efficiently synthesizing 3,4-fused pyrroles with seven-membered carbocycles by a one-pot method. This reaction proceeds through a cascade ring-expansion of cyclic carbonyls, followed by intramolecular cyclization reactions. This metal-free strategy enables the concurrent construction of the medium-sized ring and the pyrrole ring, exhibiting a high step economy.

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级联C-C σ键裂解/分子内环化反应合成7元碳环3,4-熔融吡咯

建立了一种新的氨基取代炔与环羰基的串联反应，通过一锅法高效地合成了3,4-吡咯和七元碳环。该反应通过环羰基的级联扩环进行，然后是分子内环化反应。这种无金属策略使得中型环和吡咯环同时构建，具有较高的台阶经济性。

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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.