The Journal of Organic Chemistry

Preparation and properties of small ring bis-annelated benzenes

RP Thummel, W Nutakul

Index: Thummel,R.P.; Nutakul,W. Journal of Organic Chemistry, 1977 , vol. 42, p. 300 - 305

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Citation Number: 37

Abstract

Benzocyclobutene has been prepared by a three-step route involving first the Diels-Alder addition of butadiene to dimethyl cyclobutene-1, 2-dicarboxylate. The resulting diester adduct may be hydrolyzed to the corresponding dicarboxylic acid which upon treatment with 2 equiv of lead tetraacetate undergoes bisdecarboxylation and aromatization of the six- membered ring. By substituting different dienes into this scheme, a series of his-annelated ...