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Title: Novel one-pot synthesis of 1,3-dithiins and 1,3-thiazines under microwave irradiation
Authors: Siddiqui, Ibadur R
Singh, Pravin K
Keywords: Expedited;Dithiins;Thiazine;Knoevenagel condensation;Michael addition
Issue Date: Mar-2007
Publisher: CSIR
IPC Code: Int.Cl.⁸C07D
Abstract: A microwave induced expedited, high yielding three-component synthesis of 4,4'-bis[7''-aryl-5''- arylimino-2'',3'',5'',7''- tetrahydrothiazolo[4,5-d][1,3] dithiin-2''-thion-3"- yl)bibenzyls 3a-j and 4,4'-bis[4'',7''-diaryl -2'',3'',4'',5'',7''-pentahydrothiazolo [4,5-d][1,3]thiazine-2'',5''- dithion-3"-yl]bibenzyls 4a-j in one-pot involving Knoevenagel condensation followed by Michael addition is reported. The reaction is catalyzed by cheap and easily available NaCl under solvent-free conditions with excellent yield. The rate of the reaction has been found to be accelerated 213 fold as compared to the conventional method. The reaction is highly chemoselective and all the synthesized bibenzyl based 1,3-dithiins 3a-j and 1,3-thiazines 4a-j show promising antifungal activity.
Page(s): 499-504
ISSN: 0376-4699
Appears in Collections:IJC-B Vol.46B(03) [March 2007]

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