Synthesis of Tryptamine Derivatives via a Direct, One-Pot Reductive Alkylation of Indoles

…, F Topi, S Bartolucci, A Bedini, G Piersanti…

Index: Righi, Marika; Topi, Francesca; Bartolucci, Silvia; Bedini, Annalida; Piersanti, Giovanni; Spadoni, Gilberto Journal of Organic Chemistry, 2012 , vol. 77, # 14 p. 6351 - 6357

Full Text: HTML

Citation Number: 24

Abstract

An efficient, one-pot reductive alkylation of indoles with N-protected aminoethyl acetals in the presence of TES/TFA is reported. It represents the first general method for the direct synthesis of tryptamine derivatives from indoles and nitrogen-functionalized acetals. This convergent and versatile approach employs safe and inexpensive reagents, proceeds under mild conditions, and tolerates several functional groups. The new procedure was ...

Related Articles:

Convenient synthesis of melatonin analogues: 2-and 3-substituted-N-acetylindolylalkylamines

[Nenajdenko, Valentine G.; Zakurdaev, Eugene P.; Prusov, Eugene V.; Balenkova, Elizabeth S. Tetrahedron, 2004 , vol. 60, # 51 p. 11719 - 11724]

Convenient synthesis of melatonin analogues: 2-and 3-substituted-N-acetylindolylalkylamines

[Nenajdenko, Valentine G.; Zakurdaev, Eugene P.; Prusov, Eugene V.; Balenkova, Elizabeth S. Tetrahedron, 2004 , vol. 60, # 51 p. 11719 - 11724]

A one-pot three-component reaction for the preparation of highly functionalized tryptamines

[Yeo, Se Jeong; Liu, Yongxiang; Wang, Xiang Tetrahedron, 2012 , vol. 68, # 3 p. 813 - 818]

More Articles...