133131-50-7Relevant academic research and scientific papers
An efficient conjugate hydrocyanation of chalcones and related enones with TMSCN under solvent- and additive-free microwave conditions
Iida, Hirokazu,Moromizato, Tatsuya,Hamana, Hiroshi,Matsumoto, Kiyoshi
, p. 2037 - 2039 (2007)
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 Br?nsted acids and solvents, yielded the corresponding β-cyanoketones in good to moderate yields, as quite rapidly as in 5 min. No systematic substituent effect of chalcones on the yields was observed. No reaction of α,β-unsaturated esters such as methyl cinnamate with TMSCN took place under the same conditions.
Scandium(III) triflate catalyzed 1,4-addition of cyano group to enones using tetraethylammonium cyanide as the cyanide source
Ramesh, Samikannu,Lalitha, Appaswami
, p. 689 - 694 (2013/09/23)
A novel and practical method has been developed for the synthesis of β-cyanoketones using tetraethylammonium cyanide (Et4NCN, TEACN) / Sc(III) triflate and chalcones without the liberation of toxic HCN gas. Availability, safety, easy handling of the reagents, mild conditions of the reaction and high yields, make this method an attractive protocol for the direct synthesis of cyano substituted 1,4-adducts from enones.
