Organic Letters 2012-01-20

Sequential C-N and C-O bond formation in a single pot: synthesis of 2H-benzo[b][1,4]oxazines from 2,5-dihydroxybenzaldehyde and amino acid precursors.

Javed Iqbal, Neelima D Tangellamudi, Balakrishna Dulla, Sridhar Balasubramanian

Index: Org. Lett. 14(2) , 552-5, (2012)

Full Text: HTML

Abstract

Functionalized β-aryl alanine ester derivatives were found to undergo rapid C-N and C-O bond formation with quinol carbonyl compounds to afford 2H-benzo[b][1,4]oxazines in good to excellent yields. This unprecedented finding reported herein offers a straightforward, highly efficient, and rapid method for the synthesis of 2H-benzo[b][1,4]oxazines.© 2012 American Chemical Society