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Digitale Medien

Synthese einiger 8-substituierter 2-Methyl-1,2,3,4-tetrahydroisochinoline (1985)

Rey, Max ; Vergnani, Tiziana ; Dreiding, André S.

New York, NY : Wiley-Blackwell

Helvetica Chimica Acta 68 (1985), S. 1828-1834

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Details

ISSN: 0018-019X

Schlagwort(e): Chemistry ; Organic Chemistry

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Notizen: Synthesis of Some 8-Substituted 2-Methyl-1,2,3,4-tetrahydroisoquinolinesA general route to 8-substituted tetrahydroisoquinolines is exemplified by the preparation of the 2-methyl-1,2,3,4-tetrahydroisoquinolin-8-ol (11), the -8-carbaldehyde oxime (12) and the -8-carbonitrile (13). It involves the conversion of isoquinoline (1) by partially modified Steps 1, 2, 3, and 5 (see the Scheme) into the 5-bromo-8-nitro derivative 5, reduction of the latter to the 8-amino derivative 8 and replacement of the NH2-group with an appropriate substituent by a Sandmeyer-like reaction. The selective reductions of the N-containing ring in 6 (Steps 5, 6, and 8) and of the NO2-group in 5 (Steps 4 and 7) were also studied.

Materialart: Digitale Medien

URL: http://dx.doi.org/10.1002/hlca.19850680704

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