943252-40-2Relevant academic research and scientific papers
2-Bromo-2-chloro-3-arylpropanenitriles as C-3 Synthons for the Synthesis of Functionalized 3-Aminothiophenes
Batsyts, Sviatoslav,Shehedyn, Maksym,Goreshnik, Evgeny A.,Obushak, Mykola D.,Schmidt, Andreas,Ostapiuk, Yurii V.
, p. 7842 - 7856 (2019/12/24)
2-Bromo-2-chloro-3-arylpropanenitriles can be prepared by Meerwein reaction from 2-chloroacrylonitrile and various aryldiazonium salts under copper(II) bromide catalysis. They proved to be stable compounds which form 2-chlorocinnnamonitriles upon treatment with bases. Reaction of the title compounds with substituted thioglycolates gave substituted 3-aminothiophenes which have not yet been accessible by other routes. Three-component reactions with the title compound, sodium sulfide and bromonitromethane, chloroacetonitrile, or ethyl 4-chloroacetoacetate gave 2-nitro- and 2-cyano-substituted 3-aminothiophenes, and thienopyridinediones in high yields and in one single step, respectively.
Synthesis of thiophene analogues of the tacrine series
Thomae, David,Kirsch, Gilbert,Seck, Pierre
, p. 1027 - 1032 (2008/02/02)
3-Amino-2-cyanothiophenes condensed with cyclanones and afforded analogues of Velnacrine in two or three steps. Condensation under Friedlander's conditions gave tacrine analogues in one step. Georg Thieme Verlag Stuttgart.
