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解锁碳-铟键的反应活性：烷基铟试剂作为光催化条件下的自由基来源。

Unlocking the reactivity of the C-In bond: alkyl indium reagents as a source of radicals under photocatalytic conditions.

作者信息

Gladkov Anton A, Levin Vitalij V, Cheboksarov Demian Y, Dilman Alexander D

机构信息

N. D. Zelinsky Institute of Organic Chemistry Leninsky Prosp. 47 119991 Moscow Russian Federation

Lomonosov Moscow State University, Department of Chemistry Leninskie Gory 1-3 119991 Moscow Russian Federation.

出版信息

Chem Sci. 2025 Feb 24;16(13):5623-5631. doi: 10.1039/d4sc08521c. eCollection 2025 Mar 26.

DOI:10.1039/d4sc08521c
PMID:40041808
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11873600/
Abstract

Generation of organic radicals from organometallic compounds is a key step in metallaphotoredox cross-coupling reactions. The ability of organoindium compounds to serve as sources of alkyl radicals under light promoted oxidative conditions is described. Organoindium reagents were used in dual photocatalytic/nickel cross-coupling with aryl bromides. These reagents can be conveniently obtained from primary, secondary and tertiary alkyl bromides and chlorides using a novel indium(i) bromide/lithium bromide system. Both steps, the formation of organoindiums and their cross-coupling are insensitive towards air and moisture and tolerate a wide variety of functional groups.

摘要

从有机金属化合物生成有机自由基是金属光氧化还原交叉偶联反应中的关键步骤。本文描述了有机铟化合物在光促进氧化条件下作为烷基自由基来源的能力。有机铟试剂用于与芳基溴的双光催化/镍交叉偶联反应。使用新型溴化铟（i）/溴化锂体系，可方便地从伯、仲和叔烷基溴和氯化物中获得这些试剂。有机铟的形成及其交叉偶联这两个步骤对空气和水分不敏感，并且能耐受多种官能团。

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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7aa7/11938817/2af3a64e548a/d4sc08521c-s1.jpg
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