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|Title:||Facile synthesis of acyclic analogues of carbocyclic nucleoside as potential anti-HIV pro-drug|
|Authors:||Siddiqui, Ibadur R|
Singh, Pravin K
|Keywords:||Michael addition;montmorillonite K 10;control aldol condensation;chemoselective reduction;microwave irradiation|
|Abstract:||Microwave induced montmorillonite K 10 clay catalyzed Michael addition of sulphur nucleophile, (4-oxo-butyl)-dithiocarbamic acid 1 to 4-arylidene-5(4H)-oxazolones 2a-j followed by ring transformation of the resultant Michael adducts 3a-j in solvent-free conditions gives 4a-j in excellent yield. Coexistence of acidic and basic sites on surface of montmorillonite K 10 accelerates the organic reactions synergistically. The control Aldol condensation of compound 4a-j with HCHO gives compound 5a-j, which upon chemoselective reduction with NaBH4 gives the title compound 6a-j. This process minimizes the mechanical loss of the intermediate during the process of isolation, and thus increases the yield and decreases the cost and time.|
|Appears in Collections:||IJC-B Vol.49B(04) [April 2010]|
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