Tetrahedron letters

An efficient conjugate hydrocyanation of chalcones and related enones with TMSCN under solvent-and additive-free microwave conditions

H Iida, T Moromizato, H Hamana, K Matsumoto

Index: Iida, Hirokazu; Moromizato, Tatsuya; Hamana, Hiroshi; Matsumoto, Kiyoshi Tetrahedron Letters, 2007 , vol. 48, # 11 p. 2037 - 2039

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Citation Number: 26

Abstract

A first example of solvent-and additive-free 1, 4-addition reaction of α, β-unsaturated ketones such as chalcones, 3-nonen-2-one and benzalacetone with trimethylsilyl cyanide (TMSCN) is described. The addition of TMSCN to chalcones, 3-nonen-2-one, and benzalacetone under microwave irradiation in the absence of Lewis or Brønsted acids and solvents, yielded the corresponding β-cyanoketones in good to moderate yields, as quite rapidly as in 5min. ...