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Updated: Mar 27, 2026

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Ambiphilic p-Quinone Methides and α-Imino Ketones: Ca(II)-Catalyzed, One-Pot, Three-Component Synthesis of
Srinivasarao Yaragorla1, Doma Arun1
1School of Chemistry, University of Hyderabad, P.O. Central University, Gachibowli, Hyderabad 500046, India.
Abstract:
A one-pot, three-component cyclization of 2-hydroxy p-quinone methides and in situ-formed α-imino ketones is described at room temperature to synthesize N-substituted 3,4-dihydro-2H-1,3-benzoxazine using a Ca(II) catalyst. The reaction involves a cascade etherification followed by an intramolecular 1,6-conjugate aza-addition. The NMR spectroscopy of the products indicates that the products are obtained as rotamers. Simple operation, wide substrate scope, and gram-scale synthesis demonstrate the protocol's competence.
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