Convenient modification of the Leimgruber-Batcho indole synthesis: Reduction of 2-nitro-p-pyrrolidinostyrenes by the FeCl3-activated carbon-N2H4H2O system

A new catalytic system containing ferric chloride, activated carbon, and hydrazine has been proposed for the reductive cyclization of β-dialkylamino-2-nitrostyrenes to give the corresponding indoles (Leimgruber-Batcho synthesis). Various substituted indoles may be obtained in high yield under these conditions. © 2011 Springer Science+Business Media, Inc.

Authors
Taydakov I.V. 1 , Dutova T.Ya. 2 , Sidorenko E.N. 2 , Krasnoselsky S.S. 3
Publisher
Латвийский институт органического синтеза Латвийской академии наук / Springer New York Consultants Bureau
Issue number
4
Language
English
Pages
425-434
State
Published
Volume
47
Year
2011
Organizations
  • 1 G. S. Petrov Institute of Plastics, 35 Perovskyi proezd, Moscow 111024, Russian Federation
  • 2 State Research Center for Antibiotics, 3a Nagatinskaya St., Moscow 117105, Russian Federation
  • 3 Peoples' Friendship University of Russia, 3 Ordzhonikidze St., Moscow 117198, Russian Federation
Keywords
β-dialkylamino-2-nitrostyrenes; Enamines; Indoles; Leimgruber-Batcho synthesis; Reductive cyclization
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