Ring-opening reactions of N-aryl-1,2,3,4-tetrahydroisoquinolines: Synthesis of novel isoquino[2,1-a][3,1]benzoxazine derivatives

Stanforth, Stephen (2000) Ring-opening reactions of N-aryl-1,2,3,4-tetrahydroisoquinolines: Synthesis of novel isoquino[2,1-a][3,1]benzoxazine derivatives. Tetrahedron, 56 (3). pp. 461-464. ISSN 0040 4020

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Abstract

The aldehydes 7e and 7h were prepared by treatment of the 1,2,3,4- tetrahydroisoquinolines 5e and 5h, respectively, with N-bromosuccinimide (NBS). Basic hydrolysis of compounds 7e and 7h gave the 4bH,6H-isoquino[2,1- a][3,1]benzoxazine derivatives 9 (R=H, OMe). Heterocycle 10 was obtained from the reaction of compound 5c with NBS and isolated as the ethyl derivative 11.

Item Type:	Article
Uncontrolled Keywords:	Isoquino[2,1-a][3,1]benzoxazines, ring-opening, Tetrahydroisoquinolines
Subjects:	F100 Chemistry
Department:	Faculties > Health and Life Sciences > Applied Sciences
Depositing User:	Becky Skoyles
Date Deposited:	13 Feb 2015 11:57
Last Modified:	12 Oct 2019 17:29
URI:	http://nrl.northumbria.ac.uk/id/eprint/19247

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