Access to 2-Oxabicyclo[2.1.1]hexanes and their use in Scaffold Hopping

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2024-10-21 DOI:10.1021/acs.orglett.4c02221

Olivier Lorthioir, Niall Anderson, Scott Boyd, Luca Carlino, Paul Davey, William Hodds, Megan Howard, Marika Lindhagen, Katie Proctor, Okky Dwichandra Putra, Theo Smith, Oliver Turner, Alfie Woodhouse, Millie Woodward

引用次数: 0

Abstract

Saturated isosteres of the ortho-substituted benzene ring remain rare due to the paucity of methods to access complex bridged systems. Using blue-light-mediated [2 + 2] photocycloaddition chemistry, we have developed a quick and practical route to provide novel 2-oxabicyclo[2.1.1]hexanes from simple feedstock materials in only three steps. Matched pair analysis confirmed that this motif could prove useful in the future to the drug discovery community as a scaffold endowed with remarkable properties.

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获取 2-氧杂双环[2.1.1]己烷及其在支架跳跃中的应用

由于缺乏获得复杂桥接体系的方法，正交取代苯环的饱和异构体仍然很少见。利用蓝光介导的[2 + 2]光环加成化学，我们开发出了一条快速实用的路线，只需三个步骤就能从简单的原料材料中获得新型 2-氧杂双环[2.1.1]己烷。配对分析证实，这种图案作为一种具有非凡性质的支架，在未来的药物发现领域将大有用武之地。

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.