Preparation of Azinones from (Cyclopropylmethoxy)azine Ethers

J Org Chem. 2023 May 5;88(9):5671-5675. doi: 10.1021/acs.joc.3c00145. Epub 2023 Apr 18.


A general and convenient procedure for the synthesis of azinones is presented. Cyclopropylmethanol is readily introduced onto various azines where it functions as both a protecting group and surrogate for hydroxyl. After acidic deprotection, under mild reaction conditions, the corresponding azinones are formed and isolated in excellent yields. >20 examples are included along with a discussion of reaction optimization, scope, and mechanism.