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Updated: Aug 2, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Preparation of Azinones from (Cyclopropylmethoxy)azine Ethers
Allyn T Londregan1, John M Curto2, Emma Hastry3
1Development & Medical, Pfizer Worldwide Research, Cambridge, Massachusetts 02139, United States.
Abstract:
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.
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