4.4 Article

Indole 3-alkylation/vinylation under catalysis of the guanidinium ionic liquids

Journal

TETRAHEDRON
Volume 65, Issue 43, Pages 8816-8820

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2009.08.073

Keywords

Indole; Aldehyde; Bis(indolyl)alkane; Ionic liquid; 1,3-Diketone

Funding

  1. Research Council of University of Guilan

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Two ionic liquids, N,N,N,N-tetramethylguanidinium trifluoroacetate (TMGT) and the unprecedented N,N,N,N-tetramethylguanidinium triflate (TMCTf), were used as catalyst solvents in condensations between indoles and arylaldehydes or 1,3-diketones providing a simple and efficient method for synthesis of bis(3-indolyl)methanes or casually 3-alkenylindoles due to stereoelectronic concerns of reactants. The ionic liquids are easily separated and reused for several times. (c) 2009 Elsevier Ltd. All rights reserved.

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