Process for preparing polycyclic heterocycles having a pyran rin

Details Process for preparing polycyclic heterocycles having a pyran rin Process for preparing polycyclic heterocycles having a pyran rin

1975-09-15

1977-07-19

Trousof, Natalie

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

26029357, 260289D, 2602948B, 2602948C, 260296T, 260297T, 260297B, 26032612R, 26032616, 26032629, 2603265SA, 2603265B, 2603305, 2603322A, 2603323P, 2603452, 2603453, 424263, 424267, 424274, C07D49114, C07D49122

Patent

active

040368424

ABSTRACT:
A process applicable to the preparation of a wide variety of novel polycyclic heterocycles having a newly formed pyran ring is disclosed. According to the process an aromatic nucleus bearing an ethanol group, for example, 3,4-dimethoxyphenethyl alcohol, is condensed with an aldehyde or ketone or a protected aldehyde or ketone, for example, aminoactaldehyde diethyl acetal, in the presence of an acid catalyst to afford the polycyclic heterocycle, for example, 6,7-dimethoxy-l-isochromanmethylamine. The new heterocycles so formed are useful for preparing derivatives having antiinflammatory, antibacterial or antifungal activities.

REFERENCES:
Rieche et al., Chem. Ber. 89, pp. 1254-1262 (1956).
Warren et al., J. Am. Chem. Soc. 79, pp. 3812-3815 (1957).

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