Intramolecular Reactions of Reissert Compounds

DOI: 10.1021/jo00325a010

Source and publish data:

Journal of Organic Chemistry p. 2476 - 2479 (1981)

Update date:2022-09-26

Topics: Ring closure

Authors:

Tyrell, John A.

McEwen, William E.

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Article abstract of DOI:10.1021/jo00325a010

2--1,2-dihydroisoquinaldonitrile (1) upon treatment with base yielded 5,6,13,14-didehydro-8-oxoberbine (3). 6,7-Dimethoxyisoquinoline gave 2--6,7-dimethoxy-1,2-dihydroisoquinaldonitrile (4) which reacted with base to yield 2,3-dimethoxy-5,6,13,14-didehydro-8-oxoberbine (5). 2-(o-Formylbenzoyl)-1,2-dihydroisoquinaldonitrile (7) reacted with base to form phthalideisoquinoline (10).

Full text of DOI:10.1021/jo00325a010

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