Journal
TETRAHEDRON LETTERS
Volume 58, Issue 20, Pages 1999-2003Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2017.04.032
Keywords
Multi-component; Cascade approach; Unsymmetrical bis(indolyl)methanes; Base catalyzed
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Funding
- Science and Engineering Research Board (SERB), India [SB/FT/CS-073/2014]
- DST, India [SB/FT/CS-100/2012]
- DST
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Here we report a base-catalyzed reaction of two different indoles with aldehydes under heating to produce unsymmetrical bis(indolyl)methanes (BIMs), in which one of the indole ring must be N-substituted. Mixture of EtOH-H2O is used as solvent. The reaction did not give symmetrical BIMs of N-substituted indoles or N-H indoles. However, traces of latter were formed in few cases, especially when electron-rich aldehydes were used. Diversely substituted indoles and aldehydes were used for the reaction. The reaction proceeds via 3-indolylalcohol, which we confirmed through isolation. The method also gives good yield on multigram scale reaction. (C) 2017 Elsevier Ltd. All rights reserved.
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