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Chemoselective reaction of formalin with 2-(5-substituted-2-hydroxybenzylamino)phenols: Synthesis of 6-substituted 3-(2-hydroxyphenyl)-3,4-dihydro-2H-benzo[e][1,3]oxazines

✍ Scribed by Ramaiyan Manikannan; Shanmugam Muthusubramanian

Publisher
Journal of Heterocyclic Chemistry
Year
2008
Tongue
English
Weight
263 KB
Volume
45
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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Reaction of 2‐(5‐substituted‐2‐hydroxybenzylamino)phenols (2) with formalin in ethanol under reflux has chemoselectively led to 2‐(6‐substituted‐2__H__—benzo[e][1,3]oxazin‐3(4__H__)‐yl)phenols (3) in good yield involving the ring closure of the hydroxyl group of the C‐aryl ring and not that of the N‐aryl ring.

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