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Synthesis of 2-Acyl- and 2-Ethoxycarbonyl-3-alkylindoles from o-Alkynyltrifluoroacetanilides
31 December 2000 (online)
The reaction of readily available o-alkynyltrifluoroacetanilides with ethyl iodoacetate, ethyl bromoacetate or α-bromoketones in the presence of K2CO3 affords 2-ethoxycarbonyl- and 2-acyl-3-alkylindoles in good to high yield. The synthesis proceeds via an in situ sequential alkylation-cyclization process.
2-alkoxycarbonylindoles - 2-acylindoles - cyclization - alkynes