Journal ArticleDOI
One‐Pot Synthesis of Sulfonamides and Sulfonyl Azides from Thiols using Chloramine‐T
Behrooz Maleki,Saba Hemmati,Reza Tayebee,Sirous Salemi,Yasaman Farokhzad,Mehdi Baghayeri,Farrokhzad Mohammadi Zonoz,Elahe Akbarzadeh,Rohollah Moradi,Azam Entezari,Mohammad Reza Abdi,Samaneh Sedigh Ashrafi,Fereshteh Taimazi,Majid Hashemi +13 more
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TLDR
In this paper, a convenient synthesis of sulfonamides and sulfonyl azides from thiols is described, which can be accomplished by oxidation with chloramine-T (=N-chlorotosylamide=Nchloro-4-methylbenzenesulfonamide), tetrabutylammonium chloride (Bu4NCl), and H2O.Abstract:
A convenient synthesis of sulfonamides and sulfonyl azides from thiols is described. In situ preparation of sulfonyl chlorides from thiols was accomplished by oxidation with chloramine-T (=N-chlorotosylamide=N-chloro-4-methylbenzenesulfonamide), tetrabutylammonium chloride (Bu4NCl), and H2O. The sulfonyl chlorides were then further allowed to react with excess amine or NaN3 in the same pot.read more
Citations
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Nano α-Al2O3supported ammonium dihydrogen phosphate (NH4H2PO4/Al2O3): preparation, characterization and its application as a novel and heterogeneous catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran and pyrano[2,3-c]pyrazole derivatives
TL;DR: In this article, a simple, efficient, and environmentally benign route was developed for the preparation of 2-amino-3-cyano-4-aryl-7,7-dimethyl-5,6,7,8-tetrahydrobenzo[b]pyrans and 6amino,5-cyclohexanedione or 3-methyl-1-phenyl-2-pyrazoline-5-one with good yields.
Journal ArticleDOI
Selective synthesis of sulfoxides and sulfones from sulfides using silica bromide as the heterogeneous promoter and hydrogen peroxide as the terminal oxidant
TL;DR: Silica bromide as a heterogeneous promoter and reagent is prepared from the reaction of silica gel with PBr3 as a non-hydroscopic, filterable, cheap, and stable yellowish powder that can be stored for months as discussed by the authors.
Journal ArticleDOI
Chemoselective hydration of nitriles to amides using hydrated ionic liquid (IL) tetrabutylammonium hydroxide (TBAH) as a green catalyst
TL;DR: A transition metal-free process, catalyzed by tetrabutylammonium hydroxide (TBAH), has been developed for the convenient and selective hydration of nitriles to the corresponding amides.
Journal ArticleDOI
Zn( L‐proline)2 as a powerful and reusable organometallic catalyst for the very fast synthesis of 2‐amino‐4H‐benzo[g]chromene derivatives under solvent‐free conditions
TL;DR: In this article, a three-component coupling reaction of aldehydes, malononitrile and 2-hydroxy-1,4-naphthaquinone in the presence of Zn(L-proline)2 is reported.
Journal ArticleDOI
Silica coated magnetic NiFe2O4 nanoparticle supported phosphomolybdic acid; synthesis, preparation and its application as a heterogeneous and recyclable catalyst for the one-pot synthesis of tri- and tetra-substituted imidazoles under solvent free conditions
Behrooz Maleki,Hossein Eshghi,Amir Khojastehnezhad,Reza Tayebee,Samaneh Sedigh Ashrafi,Golnoosh Esmailian Kahoo,Farid Moeinpour +6 more
TL;DR: In this article, a magnetically-recoverable NiFe2O4@SiO2−H3PMo12O40 catalyst was prepared by supporting phosphomolybdic acid onto silica-coated NiFe 2O4 nanoparticles.
References
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Journal ArticleDOI
A Convenient Preparation of Heteroaryl Sulfonamides and Sulfonyl Fluorides from Heteroaryl Thiols
TL;DR: The method allows the preparation of the sulfonyl fluorides, which are stable enough to be purified and stored, making them potentially useful monomers in parallel chemistry efforts.
Journal ArticleDOI
Direct Conversion of Thiols to Sulfonyl Chlorides and Sulfonamides
TL;DR: H( 2)O(2) in combination with SOCl(2] proved to be a highly reactive reagent for the direct oxidative conversion of thiol derivatives to the corresponding sulfonyl chlorides with high purity through oxidative chlorination.
Journal ArticleDOI
Structure-based design of nonpeptidic HIV protease inhibitors: the sulfonamide-substituted cyclooctylpyramones.
Harvey Irving Skulnick,Johnson Paul D,Paul A. Aristoff,Joel Morris,K D Lovasz,Howe Wj,K. D. Watenpaugh,M.N. Janakiraman,David J. Anderson,R J Reischer,Theresa M. Schwartz,L. S. Banitt,Tomich Pk,J. C. Lynn,M.‐M. Horng,Chong Kt,R. R. Hinshaw,Lester A. Dolak,Eric P. Seest,F.J Schwende,Bob D. Rush,G.M Howard,L. N. Toth,K.R Wilkinson,Thomas J. Kakuk,C.W Johnson,Serena L. Cole,Renee M. Zaya,G.L Zipp,P.L Possert,R.J Dalga,W.-Z Zhong,M. G. Williams,Karen Rene Romines +33 more
TL;DR: The p-cyanophenyl sulfonamide derivative 35k emerged as a promising inhibitor, was selected for further development, and entered phase I clinical trials.
Journal ArticleDOI
A new, mild preparation of sulfonyl chlorides
TL;DR: In this article, a new method was developed for the preparation of sulfonyl chlorides from sulfonic acids under neutral conditions using 2,4,6-trichloro-1,3,5-triazine as chlorinating agent.