Sc(OTf)3-Catalyzed Diastereoselective Hydroxyheteroarylation of C–C σ-Bonds of Bicyclo[1.1.0]butanes with Azaheterocyclic N-Oxides

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2025-03-22 DOI:10.1021/acs.orglett.5c00802

Jiang Wang, Jiajia Liu, Chenwei Li, Jing Liu, Kailiang Ding, Jinzhong Yao, Maozhong Miao

引用次数: 0

Abstract

A mild and atom-economical reaction for the Sc(OTf)₃-catalyzed 1,3-hydroxyheteroarylation of bicyclo[1.1.0]butanes (BCBs) with azaaryl N-oxides via an unprecedented [4π+2σ] cycloaddition/ring-opening process is described. This transformation provides a novel strategy for the highly regio- and diastereoselective preparation of azaheterocycle-tethered 1,1,3,3-tetrasubstituted cyclobutane derivatives and offers a broad substrate scope and high yields.

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Sc(OTf)3催化的双环[1.1.0]丁烷与氮杂环N-氧化物的C-C σ键的非对映选择性羟基杂芳基化反应

本文报道了Sc(OTf)3催化的双环[1.1.0]丁烷（BCBs）与氮杂化氮杂化的1,3-羟基杂化反应，这是一个前所未有的[4π+2σ]环加成/开环过程。这种转化为高区域选择性和非对映选择性制备偶氮杂环- 1,1,3,3-四取代环丁烷衍生物提供了一种新策略，并提供了广泛的底物范围和高收率。

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.