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Synthesis Of 1,8-dioxa-dibenzo[e,h]azulenese

✍ Scribed by Dijana Pešić; Ivana Ozimec Landek; Mladen Merćaep; Milan Mesića

Publisher
Journal of Heterocyclic Chemistry
Year
2006
Tongue
English
Weight
339 KB
Volume
43
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

magnified image

A novel synthetic route to 2‐methyl‐1,8‐dioxa‐dibenzo[e,h]azulenes [1] via cyclisation of the corresponding 1,4‐dicarbonyl compound is described. 1,4‐Dicarbonyl compounds were synthesized by the alkylation reaction of the 11__H__‐dibenzo[b,f]oxepine‐10‐one while analogous alkylation of 11__H__‐dibenzo[b,f]thiepine‐10‐one resulted in formation of O‐alkylated products. Selective oxidation of 2‐methyl group afforded 1,8‐dioxa‐dibenzo[e,h]azulenes with formyl and hydroxymethyl functionality at C(2) position.

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