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. 2025 Feb 18;10(8):8462-8471.
doi: 10.1021/acsomega.4c10622. eCollection 2025 Mar 4.

Grignard Method for Preparing Thioesters from Esters and Its Application to One-Pot Synthesis of Ketones and Aldehydes

Shaheen K Mulani  1 , Jiaao Kang  1 , Runlin Yang  1 , Akinari Uchibayashi  1 , Mitsuhiro Arisawa  1 , Masahiko Seki  2 , Kazushi Mashima  1
Affiliations

Grignard Method for Preparing Thioesters from Esters and Its Application to One-Pot Synthesis of Ketones and Aldehydes

Shaheen K Mulani et al. ACS Omega. .

Abstract

A new protocol for preparing thioesters from the corresponding methyl esters was developed using i PrMgCl and odorless 1-dodecanthiol, n C12H25SH, under mild reaction conditions, during which in situ-generated C12H25SMgCl selectively reacted with the carbonyl group of esters. A variety of aromatic and aliphatic esters were readily converted in up to 99% yield with excellent functional group tolerance. Furthermore, based on the quantitative formation of the thioesters, we successfully applied our method to a one-pot synthesis of ketones and aldehydes from esters.

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Conflict of interest statement

The authors declare no competing financial interest.

Figures

Scheme 1
Scheme 1. Various Synthetic Methods of Thioester
Scheme 2
Scheme 2. Our Works on Thioester Synthesis
See this image and copyright information in PMC

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