DOI: 10.1002/asia.71037 ISSN: 1861-4728

Surfactant‐Assisted Cascade Synthesis of Tetrahydroquinoline Cyanocarboxamides Through Intramolecular Hydride‐Transfer Cyclization in Aqueous CTAB Media

Rodney A. Fernandes, Rahul D. Mandal

ABSTRACT

An efficient intramolecular hydride‐transfer cyclization process in aqueous CTAB media for the reaction of ortho‐aminobenzaldehydes with active methylene cyanoacetamide compounds enabling the synthesis of diverse tetrahydroquinoline cyanocarboxamide derivatives has been achieved. The method offers good yields and diastereoselectivity, operational simplicity, large‐scale synthesis, high atom‐ and step‐economy, and excellent functional group tolerance. Further, this methodology works well with glycine, malononitrile, ethyl cyanoacetate, and barbituric acid as active methylene compounds.

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