B(C6F5)3-Catalyzed [2π + 2σ] Cycloadditions of Carbodiimides with Bicyclo[1.1.0]butanes.

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-06-29 DOI:10.1021/acs.orglett.5c01898

Lei Xiao,Lin Li,Yishan Xiong,Yufen Zhao,Douglas W Stephan,Jing Guo

引用次数: 0

Abstract

Amidines are a privileged structural motif in a series of pharmaceuticals. In this work, we developed a simple, scalable, and transition-metal-free method for the efficient [2π + 2σ] cycloaddition of carbodiimides with bicyclo[1.1.0]butanes. The approach enabled the synthesis of 28 examples of functionalized amidines under mild reaction conditions in up to 99% yield with Z/E ratios of up to >19:1.

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B(C6F5)3催化碳二亚胺与双环[1.1.0]丁烷的[2π + 2σ]环加成反应。

脒类化合物是一系列药物中具有特殊结构的基序。在这项工作中，我们开发了一种简单，可扩展，无过渡金属的方法，用于碳二亚胺与双环[1.1.0]丁烷的高效[2π + 2σ]环加成。该方法在温和的反应条件下合成了28个功能化脒，产率高达99%，Z/E比高达19∶1。

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.