Direct and metal-free oxidative amination of sp3 C–H bonds for the construction of 2-hetarylquinazolin-4(3H)-ones?
Organic Chemistry Frontiers Pub Date: 2016-07-06 DOI: 10.1039/C6QO00231E
Abstract
A new method for the synthesis of 2-hetarylquinazolin-4(3H)-ones from 2-aminobenzamides and (2-azaaryl)methanes under transition metal-free conditions is described. This protocol features a wide substrate scope with a broad range of functional group tolerance under mild conditions. The oxidation of (2-azaaryl)methanes to (2-azaaryl)methanals is proposed as the key step in this transformation.
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Journal Name:Organic Chemistry Frontiers
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CAS no.: 89640-58-4