Photoexcited Copper-Catalyzed Intramolecular [2+2] Cycloaddition To Construct Bicyclo[3.2.0]heptanes.

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-05-08 DOI:10.1021/acs.orglett.5c01331

Hongling Xie,Shouyun Yu

引用次数: 0

Abstract

The bicyclo[3.2.0]heptane scaffold is frequently found in a wide range of bioactive molecules and plays a pivotal role in constructing key modules of these compounds. In this study, we present a strategy for the synthesis of bicyclo[3.2.0]heptanes using a copper/BINAP complex to facilitate an intramolecular [2+2] cycloaddition under visible light irradiation. This methodology offers several advantages, including the use of a cost-effective copper catalyst and the ability to achieve high yields (up to 98%) and diastereoselectivity (>20:1 dr). Our approach provides an efficient strategy for constructing the bicyclo[3.2.0]heptane framework.

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光激发铜催化分子内[2+2]环加成构建双环[3.2.0]庚烷。

双环[3.2.0]庚烷支架经常存在于各种生物活性分子中，在构建这些化合物的关键模块中起着关键作用。在这项研究中，我们提出了一种利用铜/BINAP配合物在可见光照射下促进分子内[2+2]环加成合成双环[3.2.0]庚烷的策略。这种方法有几个优点，包括使用成本低廉的铜催化剂，能够实现高收率（高达98%）和非对异选择性（>20:1 dr）。我们的方法为构建双环[3.2.0]庚烷框架提供了一种有效的策略。

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.