Journal of the American Chemical Society

Azulenes. VII. A Novel Rearrangement in the Synthesis of Azulenes

W Herz

Index: Herz Journal of the American Chemical Society, 1956 , vol. 78, p. 1485,1491

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Citation Number: 22

Abstract

The alkylation of ethyl cyclopentanonecarbosylate with several 7-bromo a, b-unsaturated esters has been studied. Chemical and spectroscopic evidence demonstrates that the products (I) have the expected structure, but attempts to utilize them as starting materials for the synthesis of 4-or hlkylazulenes invariably resulted in the formation of l (or 2)- alkylazulenes. Degradation of the intermediate eketoacids I1 obtained from I by reduction ...