- A practical synthesis of 2,3-dihydro-1,5-benzothiazepines
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2,3-Dihydro-1,5-benzothiazepines have been obtained through a domino process involving a Michael addition of 2-aminothiophenols to chalcones, followed by in situ cyclization. Up to 98% chemical yields have been obtained at room temperature under essential
- Albanese, Domenico C. M.,Gaggero, Nicoletta,Fei, Meng
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p. 5703 - 5707
(2017/12/06)
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- Organocatalytic Asymmetric Sulfa-Michael Addition of 2-Aminothiophenols to Chalcones: First Enantioselective Access to 2,3,4,5-Tetrahydro-1,5-benzothiazepines
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1,5-Benzothiazepine frameworks are highly relevant in medicinal chemistry. Reported catalytic asymmetric approaches to these scaffolds have targeted 2,3-dihydro-1,5-benzothiazepin-4-ones but leave the corresponding amines (i.e., 2,3,4,5-tetrahydro-1,5-ben
- Corti, Vasco,Camarero Gonzalez, Patricia,Febvay, Julie,Caruana, Lorenzo,Mazzanti, Andrea,Fochi, Mariafrancesca,Bernardi, Luca
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supporting information
p. 49 - 52
(2017/01/14)
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- Novel and versatile methodology for synthesis of β-aryl-β- mercapto ketone derivatives as potential urease inhibitors
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The objective was to obtain new scaffold of compounds possessing anti-urease activity. For this new and simple method for the synthesis of β-aryl-β-mercapto ketone derivatives based on Michael addition of thiophenol to chalcones in an ionic liquid as a so
- Ahari-Mostafavi, Mohammad Mahdi,Sharifi, Ali,Mirzaei, Mojtaba,Amanlou, Massoud
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p. 1113 - 1119
(2014/08/05)
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- Animal bone meal (ABM): A novel natural catalyst for thia-michael addition
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The preparation and use of Animal Bone Meal (ABM) as natural catalyst is described for C-S bond formation by thia-Michael addition. This new natural heterogeneous method led to β-sulfinyl adducts in very high yields after only a few minutes. Influence of
- Riadi, Yassine,Mamouni, Rachid,Abrouki, Younes,Haddad, Mohammadine El,Saffaj, Nabil,Antri, Said El,Routier, Sylvain,Guillaumet, Gerald,Lazar, Said
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experimental part
p. 269 - 271
(2011/07/08)
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- Fluoroboric acid adsorbed on silica-gel (HBF4-SiO2) as a new, highly efficient and reusable heterogeneous catalyst for thia-Michael addition to α,β-unsaturated carbonyl compounds
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Fluoroboric acid adsorbed on silica-gel (HBF4-SiO2) has been found to be a new and highly efficient heterogeneous catalyst for thia-Michael addition to α,β-unsaturated carbonyl compounds under solvent-free conditions. In the case of
- Sharma, Gaurav,Kumar, Raj,Chakraborti, Asit K.
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p. 4272 - 4275
(2008/09/21)
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- Natural phosphate modified with lithium nitrate: A new efficient catalyst for the construction of carbon-carbon, carbon-sulfur, and carbon-nitrogen bonds
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The addition of small amounts of lithium nitrate to natural phosphate followed by calcination gives a new catalyst Li/NP (weight ratio LiNO3/NP = 1/15). This material showed catalytic activity in the Michael addition of amines, mercaptans, and active methylene compounds to chalcone derivatives with high yields under mild reaction conditions. Li/NP is used as the catalyst for a facile synthesis of -amino acids, -sulfur acids, and 4 H-chromenes under heterogeneous conditions. The usual, undesirable byproducts from the Michael condensation such as 1,2-addition, bis-addition, and polymerization compounds are not observed with this method. The work-up procedure is simplified by simple filtration with the use of Li/NP.
- Zahouily, Mohamed,Mounir, Bahija,Cherki, Hind,Bahlaouan, Bouchaib,Rayadh, Ahmed,Sebti, Said
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p. 1203 - 1217
(2008/02/02)
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- Scope and limitations of HClO4-SiO2 as an extremely efficient, inexpensive, and reusable catalyst for chemoselective carbon-sulfur bond formation
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The scope and limitations of perchloric acid adsorbed on silica gel (HClO4-SiO2) as a highly efficient, inexpensive, and reusable catalyst for chemoselective carbon-sulfur bond formation by conjugate addition of thiols to α,β-unsatur
- Khatik, Gopal L.,Sharma, Gaurav,Kumar, Raj,Chakraborti, Asit K.
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p. 1200 - 1210
(2007/10/03)
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- Fluorapatite: Efficient catalyst for the Michael addition
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A Michael addition assisted by fluorapatite in heterogeneous media is described. Reaction between mercaptans and chalcone derivatives was studied at room temperature in methanol as solvent. By-products of usual undesirable reactions in Michael addition su
- Zahouily, Mohamed,Abrouki, Younes,Rayadh, Ahmed,Sebti, Sa?d,Dhimane, Hamid,David, Marc
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p. 2463 - 2465
(2007/10/03)
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- A natural phosphate and doped-catalyzed Michael addition of mercaptans to α,β-unsaturated carbonyl compounds
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The natural phosphate and doped by potassium fluoride catalyzed Michael addition of mercaptans to chalone derivatives with high yields in few minutes and under mild reaction conditions. Products of undesirable side reactions resulting from 1,2-addition, p
- Abrouki, Younes,Zahouily, Mohamed,Rayadh, Ahmed,Bahlaouan, Boucha?b,Sebti, Sa?d
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p. 8951 - 8953
(2007/10/03)
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- Na2CaP2O7, a new catalyst for Michael addition
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The synthetic diphosphate Na2CaP2O7 is a new basic catalyst for Michael addition of mercaptans to chalcone derivatives with high yields in a few minutes and mild reaction conditions. Products of undesirable side reactions
- Zahouily, Mohamed,Abrouki, Younes,Rayadh, Ahmed
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p. 7729 - 7730
(2007/10/03)
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- 2,4-DIARYL-2,3-DIHYDROBENZOTHIAZEPINES
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2,4-Diaryl-2,3-dihydrobenzothiazepines are obtained in a single stage from chalcones and ortho-aminothiophenol in the presence of triethylamine.The nature of the electronic transitions in their UV absorption spectra is discussed with the use of quantum-chemical methods.It was shown that the seven-membered ring does not invert in the range of temperatures between -80 and +140 deg C and is in the boat form.The main initial event in the fragmentation of the molecules of the obtained compounds under electron impact is the formation of benzothiazole-containing radicalions.In an acidic medium 2,4-diphenyl-2,3-dihydrobenzothiazepine is hydrolyzed to 3-(2-aminophenylthio)-1,3-diphenyl-1-propanone, and in its reaction with 2,4-dinitrophenylhydrazine chalcone hydrazone and o-aminothiophenol are formed.
- Orlov, V. D.,Kolos, N. N.,Ruzhitskaya, N. N.
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p. 1293 - 1297
(2007/10/02)
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- Syntheses and Spectral Studies of Some 2-(Substituted phenyl)-4-phenyl-1,5-benzothiazepines
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2,3-Dihydro-2-(substituted phenyl)-4-phenyl-1,5-benzothiazepines (XI-XIX) have been synthesized in good yields by reacting chalkones (I-IX) with 2-aminobenzenethiol.The hydroxyl group at position 2 or 4 alone or along with other groups in ring-B has been
- Gupta, A. K.,Singh, V. K.,Pant, Umesh C.
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p. 1057 - 1059
(2007/10/02)
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