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
Keywords
Related Articles
- EP ID EP598650
- DOI 10.32474/AOICS.2018.01.000113
- Views 76
- Downloads 0
Preparation of Morphine Derivatives Using Ionic Liquids
Dextromethorphan, an anti tussive drug belongs to the morphinan family, and is mostly available in the market as a combination therapy. Most of the reported preparation procedures involve the use of racemic starting mate...
The Functionalization of Trialkoxo Hexavanadates, the Treasure at the End of the Great Route
Polyoxometalates are well-known for the unique topological structures and functional activities of the pure inorganicor inorganic-organic clusters. As an important branch of polyoxometalates chemistry, polyoxovanadates (...
Synthesis and Characterization of Novel Series of 1,2,4-Triazolo[3,4-b]-1,3,4-Thiadiazole Derivatives of Anilinoacetic Acids as Promising Antioxidant Agents
The preparation of a novel series of 6-arylaminomethyl-3-substituted-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles (5) by the cyclocondensation of 5-substituted-4-amino-3-mercapto-1,2,4-triazoles (2) with appropriately substi...
An Efficient Protocol for the One Pot Synthesis of Pyranopyrazoles in Aqueous Medium using Triethanolamine as a Catalyst
The present scenario for organic synthesis indicates the crave for green and economical synthesis of organic compounds. One of it is multi component synthesis. Strecker’s synthesis for amino acids was the first report on...
A Review of Organotin Compounds: Chemistry and Applications
The field of organotin chemistry has a long history that started since 1849, when Frankland isolated a specimen of diethyltin diiodide [1]. In 1852, Lowich reported on the reaction of alkyl halides with a tin-sodium allo...