Cross-Coupling of Chloro(hetero)arenes with Thiolates Employing a Ni(0)-Precatalyst
Paul H. Gehrtz, Valentin Geiger, Tanno Schmidt, Laura Sršan, Ivana Fleischer*
*Institute of Organic Chemistry, Faculty of Science and Mathematics, Eberhard-Karls University Tübingen, Auf der Morgenstelle 18, 72076 Tübingen, Germany,
Email: ivana.fleischer
uni-tuebingen.de
P. H. Gehrtz, V. Geiger, T. Schmidt, L. Sršan, I. Fleischer, Org. Lett., 2019, 21, 50-55.
DOI: 10.1021/acs.orglett.8b03476
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Abstract
Air-stable defined Ni precatalysts enable a general and efficient coupling of challenging aryl chlorides and in situ generated aliphatic and aromatic thiolates at unprecedented moderate catalyst loadings and reaction temperatures. The reaction tolerates various functional groups and heterocyclic motifs. Depending on reaction conditions, aryl thiols can selectively undergo C-S or C-C couplings.
see article for more examples
precatalyst
Note
A fine optimized version of this reaction converts also tertiary thiols and works without any organometallic base. DOI: 10.33774/chemrxiv-2021-tgvjk
Valentin Geiger, December 6th, 2021
Key Words
ID: J54-Y2019
