Electrochemical Formal (3 + 2) Cycloaddition/Imidation Cascade: Easy Access to Triazabicyclo-[3.3.0] Scaffolds

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-09-19 DOI:10.1021/acs.orglett.5c03582

Samrat Mallick, , , Pooja Bhardwaj, , , Dipankar Das, , and , Suman De Sarkar*,

引用次数: 0

Abstract

The established strategy unveils an electrochemical formal (3 + 2) cycloaddition/imidation sequence between N-aryl glycinamides and 5-methoxyoxazoles, furnishing diversely substituted imidazoline fused pyrrole-2,5-dione scaffolds. This diastereocontrolled cascade annulation operates with the assistance of ZnCl₂ as a Lewis acid catalyst and provides two contiguous stereocenters as part of the [3.3.0]triazabicyclic core structure. An extensive range of distinct functionalities is well tolerated under this mild electrochemical condition, contributing to a broad substrate scope.

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电化学形式（3 + 2）环加成/模拟级联：易于获得三氮杂环-[3.3.0]支架

建立的策略揭示了n -芳基甘氨酰胺和5-甲氧基恶唑之间的电化学形式（3 + 2）环加成/亚胺化序列，提供了不同取代的咪唑啉融合吡咯-2,5-二酮支架。这种非立体控制的级联环在ZnCl2作为Lewis酸催化剂的辅助下运行，并提供两个连续的立体中心作为[3.3.0]三氮杂环核心结构的一部分。在这种温和的电化学条件下，广泛的不同功能被很好地耐受，有助于广泛的衬底范围。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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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.