Carbodiimide mediated synthesis of 4-thiazolidinones by one-pot three-component condensation

Srivastava, Tumul; Haq, W.; Katti, S. B.

doi:10.1016/s0040-4020(02)00866-9

Cited by 159 publications

(78 citation statements)

References 8 publications

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“…In the first step, 4-thiazolidinones 1a-e were synthesized by the Katti carbodiimide (DCC) mediated one-pot threecomponent condensation reaction of an aromatic amine, an aldehyde and a mercaptoacetic acid [10] (Scheme 1). Then compounds 1a-e were reacted with 4-chlorobenzaldehyde and 4-dimethylaminobenzaldehyde in the presence of sodium ethoxide to afford the new 5-benzylidene derivatives 2a-j (Scheme 2).…”

Section: Resultsmentioning

confidence: 99%

Synthesis of New Pyrazolothiazole Derivatives from 4-Thiazolidinones

Turgut¹,

Yolaçan²,

Aydoğan³

et al. 2007

Molecules

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Section: Resultsmentioning

confidence: 99%

Synthesis of New Pyrazolothiazole Derivatives from 4-Thiazolidinones

Turgut¹,

Yolaçan²,

Aydoğan³

et al. 2007

Molecules

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“…~140 °C) were unsuccessful, proceeding extremely slowly at best. Reactions using p-toluenesulfonic acid catalyst in refluxing toluene (Zarghi et al, 2009), sodium sulfate in dioxane (Kamel et al, 2010), or dicyclohexylcarbodiimide catalysis (Zhou et al, 2008, Srivastava, et al, 2002 were also unsuccessful.…”

Section: Synthesismentioning

confidence: 99%

“…When we started this study, a small number of N-aryl -2,3-dihydro-4H-1,3-thiazin-4-ones had been successfully prepared by this approach under a limited number of conditions , Rajopadhye & Popp, 1985, Ottenheijm, Vermeulen & Breuer, 1974, Ottenheijm, Hulshof & Nivard, 1975, Mogilaiah, Reddy & Rao, 1999, Metwally, 2013, Joshi, Jain & Nishith, 1991, Joshi, Dandia & Ahmed, 1986, Dandia, Singh, Merienne, Morgant & Loupy, 2003, Dandia, Singh & Arya, 2004, Dandia, Sharma & Saha, 1998, Dandia, Saha & Taneja 1998, Dandia, Saha & Shivpuri, 1997, Dandia, Saha & Rani, 1998, Choi et al, 2008, Green Chem., Arya, Rawat & Sasai, 2012, J. Fluorine Chem., Zarghi, Zebardast, Daraie & Hedyati, 2009, Zhou et al, 2008, Srivastava, Haq & Katti, 2002, Kamel et al, 2010, Dandia, Arya, Sati & Gautam, 2004, Aissaoui et al, 2012. Some more have been reported since (Qu et al, 2013, Dandia, Singh & Saini, 2013, Arya, Tomar & Singh, 2014, Kitsiou, Unsworth, Coulthard & Taylor, 2014.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Spectroscopic Properties of 2,3-Diphenyl-1,3-thiaza-4-one Heterocycles

Silverberg¹,

Pacheco²,

Lagalante³

et al. 2015

IJC

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Synthetic and spectroscopic data ( 1 H NMR, 13 C NMR, IR, UV/Vis) for a series of six 2,3-diphenyl-1,3-thiaza-4-one heterocycles which differ in ring size and substitution is reported. The results show that there are significant differences in spectroscopic signals common to all six compounds. Distinctions can be made among the compounds using the IR absorbance of the C4 carbonyl and the 1 H NMR signal at C2, and to a lesser extent the 13 C NMR signal at C4 and the UV/Vis spectrum.

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“…Srivastava e colaboradores 47 utilizaram outra metodologia, envolvendo reações de condensação de três componentes "one-pot", para obtenção de novas 4-tiazolidinonas. Foi utilizado como solvente o tetraidrofurano (THF) a 0 ºC e dicicloexilcarbodiimida (DCC) como agente de acoplamento, reagente que atua diretamente na formação do anel tiazolidinônico (Esquema 9).…”

Section: Com Aminas E Aldeídosunclassified