Mulani Shaheen K, Kang Jiaao, Yang Runlin, Uchibayashi Akinari, Arisawa Mitsuhiro, Seki Masahiko, Mashima Kazushi
Graduate School of Pharmaceutical Sciences, Osaka University, Suita, Osaka 565-0871, Japan.
R&D Planning Department, Tokuyama Corporation, Tsukuba 300-4247, Japan.
ACS Omega. 2025 Feb 18;10(8):8462-8471. doi: 10.1021/acsomega.4c10622. eCollection 2025 Mar 4.
A new protocol for preparing thioesters from the corresponding methyl esters was developed using PrMgCl and odorless 1-dodecanthiol, CHSH, under mild reaction conditions, during which in situ-generated CHSMgCl 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.
利用PrMgCl和无臭的1-十二烷硫醇（CHSH），在温和的反应条件下，开发了一种从相应甲酯制备硫酯的新方案。在此过程中，原位生成的CHSMgCl与酯的羰基选择性反应。各种芳香族和脂肪族酯很容易以高达99%的产率转化，且对官能团具有出色的耐受性。此外，基于硫酯的定量形成，我们成功地将我们的方法应用于从酯一锅合成酮和醛。
