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IJC-B Vol.49B [2010] >
IJC-B Vol.49B(04) [April 2010] >


Title: Facile synthesis of acyclic analogues of carbocyclic nucleoside as potential anti-HIV pro-drug
Authors: Siddiqui, Ibadur R
Singh, Pravin K
Srivastava, Vishal
Singh, J
Keywords: Michael addition
montmorillonite K 10
control aldol condensation
chemoselective reduction
microwave irradiation
Issue Date: Apr-2010
Publisher: CSIR
Abstract: Microwave induced montmorillonite K 10 clay catalyzed Michael addition of sulphur nucleophile, (4-oxo-butyl)-dithio¬≠carbamic 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 montmoril¬≠lonite 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.
Page(s): 512-520
Source:IJC-B Vol.49B(04) [April 2010]

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