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

被引：0

作者：

Mulani, Shaheen K. ^{[1
]}

Kang, Jiaao ^{[1
]}

Yang, Runlin ^{[1
]}

Uchibayashi, Akinari ^{[1
]}

Arisawa, Mitsuhiro ^{[1
]}

Seki, Masahiko ^{[2
]}

Mashima, Kazushi ^{[1
]}

机构：

[1] Osaka Univ, Grad Sch Pharmaceut Sci, Osaka 5650871, Japan

[2] Tokuyama Corp, R&D Planning Dept, Tsukuba 3004247, Japan

来源：

ACS OMEGA | 2025年 / 10卷 / 08期

基金：

日本学术振兴会;

关键词：

PALLADIUM-CATALYZED THIOCARBONYLATION; CARBON-MONOXIDE; ARYL HALIDES; THIOL ESTERS; THIOESTERIFICATION; EFFICIENT; OXYGEN; MILD; TRANSESTERIFICATION; ESTERIFICATION;

D O I：

10.1021/acsomega.4c10622

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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.

引用

页码：8462 / 8471

页数：10

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