Electrophilic 2-Thienylselenenylation of Thiophene. Preparation of Oligo(seleno-2,5-thienylenes)
摘要:
The substitution reactions of thiophene and 2-methylthiophene with the electrophilic selenenylating agent produced from the 2.2'-dithienyl diselenide by oxidation with iodobenzene diacetate involve only the alpha-positions and give rise to the formation of oligo(seleno-2,5-thienylenes). Products deriving from the attack at the alpha-positions of thiophene and 2-methylthiophene were also observed starting from the 5,5'-dimethyl-2,2'-dithienyl diselenide. The same electrophilic reagents reacted with furan and 2-methylfuran to afford a mixture of the mono- and di-substituted compounds. (C) 2000 Elsevier Science Ltd. All rights reserved.
The substitution reactions of thiophene and 2-methylthiophene with the electrophilic selenenylating agent produced from the 2.2'-dithienyl diselenide by oxidation with iodobenzene diacetate involve only the alpha-positions and give rise to the formation of oligo(seleno-2,5-thienylenes). Products deriving from the attack at the alpha-positions of thiophene and 2-methylthiophene were also observed starting from the 5,5'-dimethyl-2,2'-dithienyl diselenide. The same electrophilic reagents reacted with furan and 2-methylfuran to afford a mixture of the mono- and di-substituted compounds. (C) 2000 Elsevier Science Ltd. All rights reserved.