ADDITION-REACTION OF PHOTOENOLS FROM O-METHYL-SUBSTITUTED AROMATIC KETONES WITH 5-ALKYLIDENE-1,3-DIOXANE-4,6-DIONE DERIVATIVES | Health & Environmental Research Online (HERO)

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Citation
Tags

HERO ID

6855560

Reference Type

Journal Article

Title

ADDITION-REACTION OF PHOTOENOLS FROM O-METHYL-SUBSTITUTED AROMATIC KETONES WITH 5-ALKYLIDENE-1,3-DIOXANE-4,6-DIONE DERIVATIVES

Author(s)

Tsuno, T; Tsuno, T; Sugiyama, K; Sugiyama, K

Year

1994

Is Peer Reviewed?

Yes

Journal

Heterocycles
ISSN: 0385-5414

Volume

Issue

Page Numbers

859-876

Web of Science Id

WOS:A1994NE08900019

Abstract

Photolyses of 2-methylacetophenone or 2-methylbenzophenone with isobutylidene Meldrum's acid or 5-isobutylidene-1,3-dioxane-4,6-dione derivatives produced novel adducts, bonding between the beta-carbon of the acylals and the 2-methyl carbon of the aromatic ketones. However, the photoenol derived from benzocyclobutenols by thermolysis did not undergo the addition reaction with the acylal. The benzocyclobutenols reacted with isobutenylketene derived by pyrolysis of isobutylidene Meldrum's acid to yield corresponding benzocyclobutenyl 4-methyl-3-pentenoate derivatives.<