A new facile approach to the synthesis of 3-methylthio-substituted furans, pyrroles, thiophenes, and related derivatives

…, Z Wang, A Chen, M Gao, A Wu, Y Pan

Index: Yin, Guodong; Wang, Zihua; Chen, Aihua; Gao, Meng; Wu, Anxin; Pan, Yuanjiang Journal of Organic Chemistry, 2008 , vol. 73, # 9 p. 3377 - 3383

Full Text: HTML

Citation Number: 88

Abstract

2-(Methylthio)-1, 4-diaryl-2-butene-1, 4-dione (3) are prepared from readily available aryl methyl ketones in the presence of copper (II) oxide, iodine, and dimethyl sulfoxide. The success of the cross-coupling reaction of 4-chloroacetophenone with 2-acetylthiophene confirms a proposed self-sorting tandem reaction mechanism. Both Z-and E-isomers of compound 3 are readily converted into the corresponding 3-methylthio 2, 5-diaryl furan 7 ...