Studies on the syntheses of heteroeyelie compounds. Part DVI  . Synthesis of oxynilidine and nitidine | Zendy

Kametani Tetsuji | Zendy; Kigasawa Kazuo | Zendy; Hiiragi Mineharu | Zendy; Kusama Osamu | Zendy

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Studies on the syntheses of heteroeyelie compounds. Part DVI . Synthesis of oxynilidine and nitidine

Author(s) -

Kametani Tetsuji,

Kigasawa Kazuo,

Hiiragi Mineharu,

Kusama Osamu

Publication year - 1973

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570100107

Subject(s) - chemistry , aryne , oxime , mannich reaction , derivative (finance) , methylenedioxy , amine gas treating , organic chemistry , stereochemistry , medicinal chemistry , catalysis , alkyl , halogen , financial economics , economics

A benzyne type reaction of 1‐bromo‐3,4‐dimethoxybenzene (V) with 3,4‐dihydro‐6,7‐methylenedioxy‐I(2 H )naphthalenone (VI) gave the tetralone derivative VII, which was converted into the amine IX via the oxime VIII. A Mannich reaction of IX afforded the benzo[c]phen‐anthridine II which was then transformed into oxynitidine (I) and nitidine (IV).

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