Lithium zincate-enabled divergent one-pot dual C–C bond formation in thiophenes†

IF 4.2 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Chemical Communications Pub Date : 2025-03-24 DOI:10.1039/d5cc01079a
Alexandre Pierret , Kevin Magra , Hugo Lopez , Thomas Kauffmann , Clément Denhez , Ibrahim Abdellah , Christophe Werlé , Alexandre Vasseur
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Abstract

We present a lithium zincate-enabled, divergent one-pot synthesis for regioselective dual C–C bond formation in thiophenes. By modifying the zinc coordination environment, a single set of reagents (ZnCl2, R1Li, and diethyl (5-halo)thenylphosphate) was found to generate two distinct products. This approach extends the versatility of lithium organozincates to regioselective CAr(sp2)–Cthienyl(sp2) and Cthenyl(sp3)–CAr(sp2) couplings without requiring transition metals and/or arenes pre-activated with a boronic acid.

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锌酸锂使噻吩中发散的一锅双C-C键形成
我们提出了一种锌酸锂激活的,分散的一锅合成方法,用于噻吩中区域选择性的双C-C键形成。通过改变锌的配位环境,发现一组试剂(zncl2、R1Li和磷酸二乙基(5-halo)乙烯基磷酸二乙酯)可以生成两种不同的产物。这种方法将有机酸锂的多功能性扩展到区域选择性CAr(sp2)-烯基(sp2)和烯基(sp3)-CAr(sp2)偶联,而不需要过渡金属和/或用硼酸预活化的芳烃。
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来源期刊
Chemical Communications
Chemical Communications 化学-化学综合
CiteScore
8.60
自引率
4.10%
发文量
2705
审稿时长
1.4 months
期刊介绍: ChemComm (Chemical Communications) is renowned as the fastest publisher of articles providing information on new avenues of research, drawn from all the world''s major areas of chemical research.
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