- Applying green and highly efficient approach for a facile synthesis of new thiazoloquinoline, thiazolopyridine, and thiazolonaphthyridine derivatives
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Abstract: An eco-friendly approach for the synthesis of new thiazoloquinolines, thiazolopyridines, and thiazolonaphthyridines scaffolds has been achieved using α-enolicdithioesters, cysteamine, arylglyoxal monohydrate, and cyclic 1,3-diketones (dimedone,
- Arabpoor, Zahra,Shaterian, Hamid Reza
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p. 1091 - 1103
(2019/04/08)
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- Access to Fully Substituted Thiazoles and 2,3-Dihydrothiazoles via Copper-Catalyzed [4 + 1] Heterocyclization of α-(N-Hydroxy/aryl)imino-β-oxodithioesters with α-Diazocarbonyls
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An efficient chemoselective practical route to fully substituted thiazoles and 2,3-dihydrothiazoles has been devised by [4 + 1] heterocyclization of α-(N-hydroxy/aryl)imino-β-oxodithioesters with in situ generated Cu-carbenoids of diazocarbonyls. The α-(N-hydroxy/aryl)imino-β-oxodithioesters are readily accessible by the reaction of β-oxodithioesters with nitrous acid/nitrosoarenes. The overall transformation involves sequential N-O/C-N bonds cleavage followed by cascade C-N/C-S bonds formation in one-pot. This new strategy allows full control over the introduction of various sensitive functional groups at different positions of the thiazole ring, broadening the arsenal of synthetic methods to obtain such scaffolds.
- Srivastava, Abhijeet,Shukla, Gaurav,Yadav, Dhananjay,Singh, Maya Shankar
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supporting information
p. 10846 - 10854
(2017/10/27)
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- Silica-ZnCl2: An efficient and reusable solid catalyst for one pot synthesis of 5-methyl mercaptothiocarbonyl-4-aryl-3- dihydropyrimidin-2(1H)-ones under solvent-free conditions
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Synthetic application of Silica-ZnCl2, as an efficient and eco-friendly catalyst for the synthesis of a small library of dihydropyrimidinones is described in this report. The reaction involves a one pot, multicomponent reaction of β-oxodithioca
- Devi, Laishram Ronibala,Chanu, Leimajam Vartima,Choi, Hojune,Lee, Dahyun,Singh, Okram Mukherjee,Lee, Sang-Gyeong
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p. 2915 - 2919
(2016/01/25)
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- Facile route to highly functionalized 2H-chromene-2-thiones via ring annulations of β-oxodithioesters with phenols catalyzed by AlCl3 under solvent-free conditions
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A facile synthesis of chromene-2-thiones by the Pechmann condensation of phenols and β-oxodithioesters catalyzed by AlCl3 under solvent-free condition has been reported. The best results were obtained in the case of substituted phenols such as
- Devi, Nepram Sushuma,Singh, Sarangthem Joychandra,Devi, Laishram Ronibala,Singh, Okram Mukherjee
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p. 183 - 187
(2013/02/21)
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- An efficient transesterification of β-oxodithioesters catalyzed by stannous chloride under solvent-free conditions
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Transesterification of β-oxodithioesters catalyzed by stannous chloride under solvent-free condition has been reported for the first time. The short reaction time and good to excellent yields using inexpensive catalysts are attractive features of this synthetic protocol. Copyright
- Devi, Nepram Sushuma,Singh, Sarangthem Joychandra,Singh, Okram Mukherjee
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p. 1432 - 1435
(2013/05/08)
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- Highly regioselective one-pot, three-component synthesis of 1-aryl-3,4-substituted/annulated-5-(cycloamino)/(alkylamino)pyrazoles from β-oxodithioesters
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An efficient, highly regioselective protocol for the synthesis of the title compounds is reported. The reaction involves a one-pot, three-component cyclocondensation of β-oxodithioester, amine, and hydrazine in ethanol at reflux in the presence of a catal
- Nandi, Ganesh C.,Singh, Maya S.,Ila, Hiriyakkanavar,Junjappa, Hiriyakkanavar
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body text
p. 967 - 974
(2012/03/27)
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- 4-Dimethylamino pyridine-promoted one-pot three-component regioselective synthesis of highly functionalized 4 H -thiopyrans via heteroannulation of β-oxodithioesters
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A highly convergent and regioselective heteroannulation protocol for the synthesis of hitherto unreported highly substituted 2-amino-4-(aryl/alkyl)-5- (aroyl/heteroaroyl)-3-(cyano/carboalkoxy)-6-methylthio-4H-thiopyran derivatives has been developed. This
- Verma, Rajiv Kumar,Verma, Girijesh Kumar,Shukla, Gaurav,Nagaraju, Anugula,Singh, Maya Shankar
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experimental part
p. 224 - 230
(2012/04/23)
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- Molecular docking and in vitro antileishmanial evaluation of chromene-2-thione analogues
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Leishmaniases are an epidemic in various countries, and the parasite is developing resistance against available drugs. Thus, development of new drugs against Leishmania is an open area of investigation for synthetic organic chemists. To meet this challeng
- Verma, Rajiv Kumar,Prajapati, Vijay Kumar,Verma, Girijesh Kumar,Chakraborty, Deblina,Sundar, Shyam,Rai, Madhukar,Dubey, Vikash Kumar,Singh, Maya Shankar
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scheme or table
p. 243 - 247
(2012/05/04)
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- Biginelli and Hantzsch-type reactions leading to highly functionalized dihydropyrimidinone, thiocoumarin, and pyridopyrimidinone frameworks via ring annulation with β-oxodithioesters
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An efficient and highly convergent route to dihydropyrimidinones (DHPMs) and hitherto unreported dihydropyridopyrimidinones has been developed by one-pot, three-component cyclocondensation of aromatic aldehydes, β-oxodithioesters, and urea/6-amino-1,3-dim
- Nandi, Ganesh Chandra,Samai, Subhasis,Singh, Maya Shankar
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scheme or table
p. 7785 - 7795
(2011/02/21)
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- Novel 3-alkanoyl/aroyl/heteroaroyl-2H-chromene-2-thiones: Synthesis and evaluation of their antioxidant activities
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A facile, convenient and high yielding synthesis of a combinatorial library of 3-alkanoyl/aroyl/heteroaroyl-2H-chromene-2-thiones has been developed by the condensation of easily accessible β-oxodithioesters and salicylaldehyde/substituted 2-hydroxybenzal
- Singh, Okram Mukherjee,Devi, Nepram Sushuma,Thokchom, Dhanaraj Singh,Sharma, Gurumayum Jitendra
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experimental part
p. 2250 - 2257
(2010/06/15)
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- Application of β-Oxodithioesters in domino and multicomponent reactions: Facile route to dihydropyrimidines and coumarins
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A facile route to hitherto unknown 5-methylmercaptothiocarbonyl-4-aryl-3,4- dihydropyrimidin-2(1H)-ones and substituted 2H-chromene-2-thiones has been developed. SnCl2catalyzed cyclocondensation of β-oxodithioesters with a variety of readily ac
- Singh, Okram Mukherjee,Devi, Nepram Sushuma
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body text
p. 3141 - 3144
(2009/08/15)
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- A facile method for the synthesis of substituted 2-ylidene-1,3-oxathioles from acetophenones
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Compounds incorporating 1,3-oxathiole moieties in their frameworks are biologically active. Active methylene ketones can be easily converted to the corresponding dithiocarboxylates by treatment with trithiocarbonate in the presence of sodium hydride. The
- Samuel,Asokan,Suma,Chandran,Retnamma,Anabha
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p. 8376 - 8378
(2008/03/14)
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- An efficient synthesis of highly substituted pyrroles from β-oxodithiocarboxylates
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α-Oxoketene-N,S-acetals, prepared by the reaction of alkyl glycinate hydrochlorides with β-oxodithiocarboxylates followed by alkylation, underwent cyclization in presence of chloromethyleneiminium salt derived from POCl3/DMF to afford alkyl-3-a
- Mathew, Paulson,Asokan
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p. 1708 - 1716
(2007/10/03)
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- Sulfhydrolysis of acyl ketene dithioacetals: A convenient synthesis of β-oxodithioesters
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β-Oxodithioesters are obtained in good yields from acyl ketenedithioacetals on treatment with hydrogen sulphide in the presence of boron trifluoride etherate in refluxing dioxane.
- Nair, Satheesh K.,Asokan
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p. 791 - 798
(2007/10/03)
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