Condensation of Dimethyl Acetylenedicarboxylate with Malononitrile, Ethyl Cyanoacetate, and Malonate Esters

EL Goff, RB LaCount

Index: Le Goff,E.; LaCount,R.B. Journal of Organic Chemistry, 1964 , vol. 29, p. 423 - 427

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Citation Number: 28

Abstract

In the presence of a mixture of pyridine and acetic acid, dimethyl acetylenedicarboxylate condenses with malononitrile and with ethyl cyanoacetate to give, respectively, pyridinium salts I1 and 111. Under the saMe conditions dimethyl acetylenedicarboxylate and malonate esters yield two isomeric lJ1, 2, 3, 4, 5, 6, 7-octacarbo-alkoxycycloheptadienes. Aqueous potassium acetate converts these cycloheptadienes into the potassium salt of the strongly ...