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Updated: May 16, 2025

Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene
Published on: March 20, 2017
Lithium zincate-enabled divergent one-pot dual C-C bond formation in thiophenes
Alexandre Pierret1, Kevin Magra1, Hugo Lopez1
1Université de Lorraine, CNRS, L2CM, F-54000 Nancy, France. christophe.werle@univ-lorraine.fr.
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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