- NH4Cl-promoted synthesis of symmetrical and unsymmetrical triindolylmethanes under solvent-free conditions
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The synthesis of various triindolylmethanes from indole-3-carboxaldehyde, using indole derivatives as reactants and NH4Cl as catalyst under solvent-free conditions, is described. This methodology provides access to both symmetrical and unsymmetrical triindolylmethanes in excellent yields. With N-methylindole particularly, indole-3-carboxaldehyde appears to act as a formyl donor, leading to the exclusive formation of a symmetrically trisubstituted product. The novelty of the methodology lies in its operational simplicity, environment friendly reaction conditions, and inexpensive and easy availability of the catalyst. A plausible mechanism of formation of the products is suggested.
- Naskar, Subhendu,Hazra, Abhijit,Priyankar Paira,Sahu, Rishnendu B.,Banerjee, Sukdeb,Mondal, Nirup B.
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experimental part
p. 568 - 571
(2009/09/25)
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- Novel clay-mediated, tandem addition-elimination-(Michael) addition reactions of indoles with 3-formylindole: An eco-friendly route to symmetrical and unsymmetrical triindolylmethanes
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Dry reaction of 3-formylindole (1) with indole (2a) on Montmorillonite K10 clay at room temperature furnished within minutes tris(indol-3-yl)methane (3a) in high yield. The reaction of 1 with other mono- and dialkylindoles (2b-c, skatole, 8a-c) under simi
- Chakrabarty, Manas,Sarkar, Sandipan
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p. 1351 - 1353
(2007/10/03)
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