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Updated: Dec 31, 2025

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Synthesis of Cyclic Amidines from Quinolines by a Borane-Catalyzed Dearomatization Strategy
Vinh Do Cao1, So Hwa Mun1, Seo Ha Kim1
1Department of Chemistry , Mokpo National University , Muan , Jeonnam 58554 , Republic of Korea.
Abstract:
Described herein is the development of a new synthetic route to cyclic amidines from quinolines. The borane-catalyzed 1,4-hydrosilylation of quinoline was utilized for the dearomatization of the quinolines. The dearomatized enamine intermediate was subsequently reacted with a broad range of organic azides to produce the corresponding cyclic amidines (3,4-dihydroquinolinimines) via a [3 + 2] cycloaddition pathway. Preliminary mechanistic studies suggested that the hydride shift was involved during the cycloaddition.
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