Camphor Sulfonic Acid Catalyzed Facile and Atom Economical Access to Highly Substituted Piperidines via One Pot Multi Component Reactions
Journal Title: Archives of Organic and Inorganic Chemical Sciences - Year 2018, Vol 1, Issue 3
Abstract
A simple and efficient protocol has been developed for the synthesis of highly substituted Piperidines derivatives. This strategy demonstrated five component reactions of two equivalents of aldehydes, two equivalents of anilines and β-keto esters in ethanol using 10 mol% of camphor sulfonic acid at reflux. The significant features of the present protocol include excellent yield, shorter reaction time, and easy work up procedure, broad substrate scope, high atom economy and formation of C-C and C-N bond in a single step operation.The Piperidines and its analogues represent one of the most prominent compound classes which are widely distributed in biologically active compounds, pharmaceuticals and natural products [1]. Several compounds possessing Piperidines scaffold have been reported to exhibit a wide range of valuable bioactive properties including antihypertensive, neuro-protective, anti-inflammatory, antibacterial, anti malarial and anticonvulsant activities [2]. Also, some of Piperidines analogues possess enzyme inhibitory activity against farnesyl transferees and dihydroorotate dehydrogenase [3]. Especially, highly substituted Piperidines have been recognized as an important class of therapeutic agents in the treatment of cancer metastasis, influenza, Parkinson’s disease, viral infections including AIDS and diabetes [4].
Authors and Affiliations
Mahendra Chaudhari, Murlidhar Shingare
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