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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Official URL: http://dx.doi.org/10.1016/S0040-4020(99)01015-7

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 > School of Life Sciences > Applied Sciences
Depositing User: Becky Skoyles
Date Deposited: 13 Feb 2015 11:57
Last Modified: 10 Aug 2015 11:52
URI: http://nrl.northumbria.ac.uk/id/eprint/19247

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