Paper
Oxidative Additions with 1,4-Dihydropyridines: A One-Pot Synthesis of 3,4,4a,5,8,8a-Hexahydro-2H-pyrido[3,2-b][1,4]oxazine Derivatives
Published Jun 29, 2011 · Rakesh Kumar, S. Malik, Dhiraj Kumar
Synthetic Communications
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Abstract
Abstract 3,4,4a,5,8,8a-Hexahydro-2H-pyrido[3,2-b][1,4]oxazine derivatives (2a–h) are conveniently prepared in excellent yields by a one-pot synthesis from 1,4-dihydropyridines. The key transformation features an electrophilic interaction of iodine with N-alkyl-1,4-dihydropyridine (1a–d) in the presence of a nucleophile diethanol amine or N-methylethanol amine, stereoselectively leading to the corresponding bicyclic heterocycles (2a–h). Graphical Abstract
A one-pot synthesis of 3,4,4a,5,8,8a-Hexahydro-2H-pyrido[3,2-b][1,4]oxazine derivatives is achieved by electrophilic interaction of iodine with N-alkyl-1,4-di
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