Issue 34, 2025
From the journal:

Chemical Communications

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

Alexandre Pierret, ORCID logo a   Kevin Magra, ORCID logo a   Hugo Lopez, ORCID logo a   Thomas Kauffmann,a   Clément Denhez, ORCID logo b   Ibrahim Abdellah, ORCID logo c   Christophe Werlé ORCID logo *ad  and  Alexandre Vasseur ORCID logo *a  

* Corresponding authors

a Université de Lorraine, CNRS, L2CM, F-54000 Nancy, France
E-mail: christophe.werle@univ-lorraine.fr, alexandre.vasseur@univ-lorraine.fr

b Université de Reims Champagne Ardenne, CNRS, ICMR UMR 7312, 51097 Reims, France

c Université de Lorraine, CNRS, L2CM, F-57000 Metz, France

d Max Planck Institute for Chemical Energy Conversion, Stiftstr. 34 – 36, 45470 Mülheim an der Ruhr, Germany
E-mail: christophe.werle@cec.mpg.de

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.

Graphical abstract: Lithium zincate-enabled divergent one-pot dual C–C bond formation in thiophenes

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Article information

DOI
https://doi.org/10.1039/D5CC01079A
Article type
Communication
Submitted
27 фев. 2025
Accepted
21 мар. 2025
First published
24 мар. 2025
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2025,61, 6296-6299

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

A. Pierret, K. Magra, H. Lopez, T. Kauffmann, C. Denhez, I. Abdellah, C. Werlé and A. Vasseur, Chem. Commun., 2025, 61, 6296 DOI: 10.1039/D5CC01079A

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