Tetrahedron letters

Formation of phenylpiperazines by a novel alumina supported bis-alkylation

E Mishani, CS Dence, TJ McCarthy, MJ Welch

Index: Mishani, Eyal; Dence, Carmen S.; McCarthy, Timothy J.; Welch, Michael J. Tetrahedron Letters, 1996 , vol. 37, # 3 p. 319 - 322

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Citation Number: 52

Abstract

The phenylpiperazine ring which could not be obtained by reacting aniline derivatives with bis (2-bromoethyl)-N-(ethoxycarbonyl) amine (1a) in a wide spectrum of solvents and temperatures was synthesized rapidly on solid support in high yield. By this approach the potent serotonin agonist TFMPP (2) was synthesized in 40 min, in 80% yield. The time scale of this reaction and the simplicity of the work-up match the requirements for short lived ...