ONE-POT SYNTHESES OF 2-N-ALKYLAMINOTHIOPHENES, 2-N-PHENYLAMINO-2-N,N-DIALKYLAMINOTHIOPHENES, AND 2-N-ALKYL-N-PHENYLAMINOTHIOPHENES

A number of 2-N-alkylamino- or 2-N-phenylamino-, 2-N,N-dialkylamino-, and 2-N-alkyl-N-phenylaminothiophenes have been prepared in good yield s by adding a solution of tert-butylalcohol and potassium tert-butoxid e in dimethylsulfoxide to a solution of the adduct from a lithiated 1- alkyne, RCH2C drop CLi, or the lithiated allene, tBuCH=C=CHLi, and iso thiocyanate, R'N=C=S, in tetrahydrofuran and subsequently hydrolyzing the reaction mixture or quenching it with methyl iodide.