Self termination of ring opening reaction of p??substituted phenol??based benzoxazines: An obstructive effect via intramolecular hydrogen bond

S Chirachanchai, A Laobuthee…

Index: Chirachanchai, Suwabun; Laobuthee, Apirat; Phongtamrug, Suttinun Journal of Heterocyclic Chemistry, 2009 , vol. 46, # 4 p. 714 - 721

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Citation Number: 28

Abstract

3, 4-Dihydro-1, 3-2H-benzoxazines are known as heterocyclic compounds obtained from p- substituted phenols, formaldehyde, and primary amines in a molar ratio of 1: 2: 1 via the Mannich reaction [1]. Theoretically, benzoxazines act as a monomer that undergoes the ring opening reaction to obtain a polymer chain with methylene-amine-Mannich bridges at both the ortho and para positions [2–6][eq.(1), Scheme 1]. Kopf and Wagner [7] proposed the ...