Synthesis of SCD3-containing bicyclo[1.1.1]pentanes enabled by photocatalyzed difunctionalization of [1.1.1]propellane

IF 3.9 2区化学 Q2 CHEMISTRY, PHYSICAL

Molecular Catalysis Pub Date : 2024-10-09 DOI:10.1016/j.mcat.2024.114592

Yumiao Liu , Qing Pang , Binbin Chen , Zizhen Zhu , Jiabin Shen , Pengfei Zhang

引用次数: 0

Abstract

Bicyclo[1.1.1]pentanes (BCPs) have emerged as appealing bioisosteres for para-substituted benzene rings in drug design. In this study, we report an intermolecular photocatalytic addition of [1.1.1]propellane and S-(methyl-d₃) arylsulfonothioates to synthesize novel deuterium-containing BCPs derivatives via energy transfer processes (EnT). This efficient and green protocol provides an access to introduce deuterium into BCP scaffolds and enriches the present library of BCPs compounds for drug design.

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通过光催化[1.1.1]丙烷的二官能化合成含 SCD3 的双环[1.1.1]戊烷

双环[1.1.1]戊烷（BCPs）已成为药物设计中对位取代苯环的有吸引力的生物寄主。在本研究中，我们报告了[1.1.1]丙烷和 S-（甲基-d3）芳基硫代磺酸酯的分子间光催化加成，通过能量转移过程（EnT）合成新型含氘 BCPs 衍生物。这种高效、绿色的方法为在 BCPs 支架中引入氘提供了途径，并丰富了现有的 BCPs 化合物库，可用于药物设计。

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

Molecular Catalysis Chemical Engineering-Process Chemistry and Technology

CiteScore

6.90

自引率

10.90%

发文量

700

审稿时长

40 days

期刊介绍： Molecular Catalysis publishes full papers that are original, rigorous, and scholarly contributions examining the molecular and atomic aspects of catalytic activation and reaction mechanisms. The fields covered are: Heterogeneous catalysis including immobilized molecular catalysts Homogeneous catalysis including organocatalysis, organometallic catalysis and biocatalysis Photo- and electrochemistry Theoretical aspects of catalysis analyzed by computational methods