Chromium trioxide oxidation products from 4‐spiro‐1‐phenylisochromans | Zendy

Gatta Franco | Zendy; Settimj Guido | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Chromium trioxide oxidation products from 4‐spiro‐1‐phenylisochromans

Author(s) -

Gatta Franco,

Settimj Guido

Publication year - 1983

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.5570200524

Subject(s) - chemistry , cyclopentane , chromium trioxide , hydrazine (antidepressant) , piperidine , acetic acid , chromium , medicinal chemistry , organic chemistry , chromatography

Chromium trioxide oxidation of 1‐phenylisochroman‐4‐spiro‐1′‐cyclopentane (Ia) in acetic acid led to the expected 1‐(2‐benzoylphenyl)cyclopentanecarboxylic acid (IIa), while its 6,7‐dimethoxy analogue Ib and 6,7‐dimethoxy‐1‐phenylisochroman‐4‐spiro‐4′‐(1′‐methyl)piperidine (Ic) under the same conditions gave a mixture of their related 1‐hydroxy derivatives VIIIb and VIIIc and of the p ‐benzoquinones, 1‐benzoyloxymethyl‐1‐(2,5‐dioxo‐4‐methoxyphenyl)cyclopentane (IXb) and 1‐benzoyloxymethyl‐1‐(2,5‐dioxo‐4‐methoxyphenyl)‐1‐methylpiperidine (IXc). Cyclization of Ila with hydrazine or monomethylhydrazine led to the 5‐spiro‐substituted 1‐phenyl‐3,5‐dihydro‐4 H ‐2,3‐benzodiazepin‐4‐ones IIIa or XIa.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research