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Trimethylaluminium‐Mediated Reaction of Primary Carboxamides with Amines and Indoles: A Convenient Synthesis of Amidines and Indole‐3‐acylimines
Author(s) -
Velavan A.,
Sumathi S.,
Balasubramanian K. K.
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201402386
Subject(s) - chemistry , primary (astronomy) , indole test , imine , functional group , amidine , reaction conditions , combinatorial chemistry , organic chemistry , catalysis , physics , polymer , astronomy
A simple, convenient and general method, exhibiting good functional group tolerance, is described for the synthesis of N ‐ and N , N ‐disubstituted amidines by the reaction of primary carboxamides with amines mediated by trimethylaluminium (AlMe 3 ). Subsequent reaction of the indole systems with primary carboxamides in the presence of AlMe 3 gives exclusively the C‐3 substituted imine product.
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