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Synlett 2022; 33(08): 767-770
DOI: 10.1055/a-1807-8282
letter

Palladium-Catalyzed Regiodivergent Decarboxylative Hydrothiocarbonylation of Vinylarenes Using Oxalic Acid Monothioesters

Kang Li
a   Department of Chemistry, University of Science and Technology of China, Hefei 230026, P. R. of China
,
Ni Shen
a   Department of Chemistry, University of Science and Technology of China, Hefei 230026, P. R. of China
,
Can Liu
a   Department of Chemistry, University of Science and Technology of China, Hefei 230026, P. R. of China
,
Rui Shang  ∗
a   Department of Chemistry, University of Science and Technology of China, Hefei 230026, P. R. of China
b   Department of Chemistry, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan
› InstitutsangabenThis work was financially supported by the National Natural Science Foundation of China (NSFC) and the University of Science and Technology of China (USTC, Grant Number GG 2065010002).
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Abstract

Oxalic acid monothioester (OAM), an easily accessible and bench-stable reagent, is reported herein as a synthetic equivalent of thioester for palladium-catalyzed decarboxylative hydrothiocarbonylation of vinylarenes to achieve both branched and linear regioselectivity. The reactions provided user-friendly synthetic methods for preparation of α- or β-arylated propionic acid thioesters from vinylarenes without directly handling toxic carbon monoxide and odorous thiols.

Key words

oxalic acid monothioester - palladium - decarboxylative hydrothiocarbonylation - regioselectivity

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/a-1807-8282.
  • Supporting Information


Publikationsverlauf

Eingereicht: 22. Februar 2022

Angenommen nach Revision: 24. März 2022

Accepted Manuscript online:
24. März 2022

Artikel online veröffentlicht:
22. April 2022

© 2022. Thieme. All rights reserved

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