FACILE ACYLATION OF NUCLEOPHILES WITH OXIDIZING AGENT-THIOL ESTER PAIRS
- 5 April 1977
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 6 (4) , 413-416
- https://doi.org/10.1246/cl.1977.413
Abstract
Thiol esters (MeCO-SPh, 2,4,6-Me3C6H2CO-SMe, p-MeC6H4SO2-SMe) were found to function as good acylating agents for nucleophiles(MeOH, t-BuOH, PhOH, PhNH2, Cl−, Br−) when mixed with oxidizing agents (m-ClC6H4CO3H, N-bromosuccinimide) in CH2Cl2 solution. Thiol esters and NBS appear to form a sulfurane as the reactive intermediate.Keywords
This publication has 3 references indexed in Scilit:
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- The Formation and Reactions of α-Keto SulfoxideBulletin of the Chemical Society of Japan, 1968
- t-Butylsulfenic AcidJournal of the American Chemical Society, 1967