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

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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.
Original languageEnglish
Pages (from-to)461-464
JournalTetrahedron
Volume56
Issue number3
DOIs
Publication statusPublished - 14 Jan 2000

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