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The First One‐Pot, Solvent‐Free, Microwave‐Accelerated, Three‐Component Synthesis of Spirothiazolidin‐4‐ones via Staudinger /Aza‐ Wittig Coupling/Cyclization
Author(s) -
Ponnuswamy Alagusundaram,
Shanmugavelan Poovan,
Nagarajan Sangaraiah,
Sathishkumar Murugan
Publication year - 2012
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201100441
Subject(s) - chemistry , yield (engineering) , wittig reaction , solvent , staudinger reaction , microwave , component (thermodynamics) , combinatorial chemistry , coupling (piping) , phase (matter) , organic chemistry , thermodynamics , mechanical engineering , physics , engineering , quantum mechanics
An efficient and rapid, solvent‐free, microwave‐accelerated, one‐pot, three‐component protocol for the synthesis of spirothiazolidin‐4‐ones from organic azides is reported for the first time via Staudinger /aza‐ Wittig coupling/cyclization. The solvent‐free approach overcomes the limitations associated with the prevailing solution‐phase methodologies in the case of amines. In particular, its novelty is that it eradicates the vital limitation, i.e. , the accumulation of H 2 O (by‐product), which is known to affect the yield and rate of the reaction, thus affording the spirothiazolidin‐4‐ones in short reaction times in excellent yields.