Tetrahedron

A convenient one-step procedure for the synthesis of ketene O, S-and ketene S, S-acetals via thioacylation of malononitrile

NH Nilsson

Index: Nilsson,N.H. Tetrahedron, 1974 , vol. 30, p. 3181 - 3184

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Citation Number: 5

Abstract

Ketene O, S-acetals have been prepared by condensation of malononitrile 1 with chlorothionoformate esters 2 (X O) in the presence of two equivalents of sodium hydride followed by alkylation of the intermediate thiolate anion 3. In a similar manner a number of unsymmetrical ketene S, S-acetals were synthesised via thioacylation of 1 with chlorodithioformate esters 2 (X S). The reaction of the ketene O, S-acetals with ...