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Synthesis of cycloalkano[b]pyridines by multicomponent strategy: ring-size mediated product selectivity, substitution-induced axial chirality and influence of the N-14 quadrupole-relaxation
Journal article   Peer reviewed

Synthesis of cycloalkano[b]pyridines by multicomponent strategy: ring-size mediated product selectivity, substitution-induced axial chirality and influence of the N-14 quadrupole-relaxation

Seeni Maharani, Abdulrahman I. Almansour, Raju Suresh Kumar, Natarajan Arumugam and Raju Ranjith Kumar
Tetrahedron, Vol.72(30), pp.4582-4592
28/07/2016
DOI: https://doi.org/10.1016/j.tet.2016.06.030

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
The one-pot, four-component reactions of cyclooctanone, malononitrile, aromatic aldehydes and alkyl amines led to the unprecedented formation of novel 1-N-alkyl-2-imino-4-aryl-cycloocta[b]pyridines via a six-step domino sequence in a single transformation. In contrast, the lower ring-size cycloalkanones viz. cycloheptanone, cyclohexanone and cyclopentanone afforded the commonly observed product, 2-benzylamino-4-aryl-cycloalkano[b]pyridines. (C) 2016 Elsevier Ltd. All rights reserved.

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