23806-18-0Relevant academic research and scientific papers
[4+1] Cycloaddition of Enaminothiones and Aldehyde N-Tosylhydrazones Toward 3-Aminothiophenes
Liu, Zhuqing,Wu, Ping,He, Yuan,Yang, Ting,Yu, Zhengkun
, p. 4381 - 4392 (2018)
An efficient protocol toward trisubstituted 3-aminothiophenes has been developed through a [4+1] cycloaddition of enaminothiones and aldehyde N-tosylhydrazones under transition-metal-free conditions. 3-Aminothiophene derivatives as well as their chiral analogs were obtained in good to excellent yields. Direct interaction of the enaminothiones with the diazo compounds of α-carbonyl or ester group-functionalized aldehydes also efficiently afforded the same type of 3-aminothiophenes. The diversity of the synthetic methodology has been demonstrated by the broad substrate scopes and excellent chemoselectivity in cleavage of the C?S, C?O, and C?N bonds in enaminothiones. (Figure presented.).
Regioselective Synthesis of 2-Functionalized Thiophenes by Condensation of α-Mercapto Compounds with β-Aminoenone Derivatives
Alberola, Angel,Andres, Jose M.,Gonzalez, Alfonso,Pedrosa, Rafael,Pradanos, Pedro
, p. 2537 - 2547 (2007/10/02)
2-Acylthiophenes and ethyl 2-thiophenecarboxylates are prepared regioselectively by reaction of 3-chloroenones and 2-acylenammonium chlorides with α-mercapto derivatives in good to moderate yields.
