6,7-dialkoxy-3,4-diydroisoquinolin-8-yl compounds

Details 6,7-dialkoxy-3,4-diydroisoquinolin-8-yl compounds 6,7-dialkoxy-3,4-diydroisoquinolin-8-yl compounds

1994-08-10

1996-03-12

Dentz, Bernard

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546 90, 546147, 546148, 546149, C07D21714, C07D21716

Patent

active

054987172

ABSTRACT:
This invention relates to novel 6,7-dialkoxy-3,4-dihydroisoquinolin-8-ols, a process for preparing the 6,7-dialkoxy-3,4-dihydroisoquinolin-8-ols reioselectively and in a high yield utilizing the Bischler-Napieralski reaction, a process for synthesizing 6,7-dialkoxy-1,2,3,4-tetrahydroisoquinolin-8-ols via the compounds, and use of the 6,7-dialkoxy-3,4-dihydroisoquinolin-8-ols for preparation of the 6,7-dialkoxy-1, 2,3,4-tetrahydroisoquinolin-8-ols.
It is possible according to this invention, to obtain the 6,7 -dialkoxy-1,2,3,4-tetrahydroisoquinolin-8-ols, which have hitherto been difficult to synthesize, via the 6,7-dialkoxy-3,4-dihydroisoquinolin-8-ols in a high yield.

REFERENCES:
Short et al., Tetrahedron, 1973, vol. 29, No. 14, pp. 1931-1939.
Chem. Pharm. Bull., 15, 879, Jun. 1967, Kametani et al "Studies of the Syntheses etc.".
J. Chem. Soc., (C), 715, 1966 Kametani et al. "Studies on the Syntheses of Heterocyclic etc.".
Helv. Chim. Acta, 49, 1757, 1966 Brossi et al "Synthesen in der Isochinolinreihe etc.".
J. Chem. Soc., (C), 1796, 1971 Kametani et al "Studies on the Syntheses of Heterocyclic Compounds etc.".
J. Am. Chem. Soc., 92 (No. 23), 6943-6951 (1970) Kapadia et al "On the Origin of Carbon 1 in etc.".
Monatsh, 43, 477 (1922) Spath "Uber die Anhaloniumalkaloide etc.".
Berichte., 65, 1778 (1932) Spath "Uber die Konstitution von Pellotin etc.".
The Merck Index vol. 11, 682 (1989) "Anhalamine".
J. Am. Chem. Soc., 74, 2864 (1952) Manske "The Alkaloids of Fumariaceous Plants etc.".

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