Literature DB >> 26363794

Synthesis of diverse pyrazole-4-sulfonyl chlorides starting from 2-(benzylthio)malonaldehyde.

Pavlo A Sokolyuk1,2, Ivan S Kondratov3,4, Olexiy V Gavrylenko1,2, Andrey A Tolmachov1,2.   

Abstract

A series of pyrazole-4-sulfonyl chlorides was obtained by a convenient 2-step method starting from synthetically available 2-(benzylthio)malonaldehyde. The method can be applied for the effective multi-gram synthesis of diverse pyrazole-containing sulfonyl chlorides which are mostly not available by other methods.

Entities:  

Keywords:  Chlorination; Cyclization; Heterocycles; Hydrazines; Oxidation; Pyrazole; Sulfonamides; Sulfonyl chlorides

Mesh：

Substances：

Year:  2015        PMID： 26363794     DOI： 10.1007/s11030-015-9633-z

Source DB:  PubMed          Journal:  Mol Divers        ISSN： 1381-1991            Impact factor:   2.943


  13 in total

1.  Preparation of arylsulfonyl chlorides by chlorosulfonylation of in situ generated diazonium salts using a continuous flow reactor.

Authors:  Laia Malet-Sanz; Julia Madrzak; Steven V Ley; Ian R Baxendale
Journal:  Org Biomol Chem       Date:  2010-09-27       Impact factor: 3.876

2.  Chlorotrimethylsilane-nitrate salts as oxidants: direct oxidative conversion of thiols and disulfides to sulfonyl chlorides.

Authors:  G K Surya Prakash; Thomas Mathew; Chiradeep Panja; George A Olah
Journal:  J Org Chem       Date:  2007-06-22       Impact factor: 4.354

3.  Enantioselective intramolecular benzylic C-H bond amination: efficient synthesis of optically active benzosultams.

Authors:  Masami Ichinose; Hidehiro Suematsu; Yoichi Yasutomi; Yota Nishioka; Tatsuya Uchida; Tsutomu Katsuki
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-12       Impact factor: 15.336

4.  Synthesis of functional aromatic multisulfonyl chlorides and their masked precursors.

Authors:  V Percec; T K Bera; B B De; Y Sanai; J Smith; M N Holerca; B Barboiu; R B Grubbs; J M Fréchet
Journal:  J Org Chem       Date:  2001-03-23       Impact factor: 4.354

5.  Design and synthesis of benzenesulfonamide derivatives as potent anti-influenza hemagglutinin inhibitors.

Authors:  Guozhi Tang; Xianfeng Lin; Zongxing Qiu; Wentao Li; Lei Zhu; Lisha Wang; Shaohua Li; Haodong Li; Wenbin Lin; Mei Yang; Tao Guo; Li Chen; Daniel Lee; Jim Z Wu; Wengang Yang
Journal:  ACS Med Chem Lett       Date:  2011-06-07       Impact factor: 4.345

6.  Synthesis of aryl sulfonamides via palladium-catalyzed chlorosulfonylation of arylboronic acids.

Authors:  J Robb DeBergh; Nootaree Niljianskul; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2013-07-12       Impact factor: 15.419

7.  Memory of chirality approach to the enantiodivergent synthesis of chiral benzo[d]sultams.

Authors:  Francesca Foschi; Aaron Tagliabue; Voichita Mihali; Tullio Pilati; Ilir Pecnikaj; Michele Penso
Journal:  Org Lett       Date:  2013-07-05       Impact factor: 6.005

Review 8.  Sulfonamides: a patent review (2008 - 2012).

Authors:  Fabrizio Carta; Andrea Scozzafava; Claudiu T Supuran
Journal:  Expert Opin Ther Pat       Date:  2012-06-15       Impact factor: 6.674

9.  Acyclic triaryl olefins possessing a sulfohydroxamic acid pharmacophore: synthesis, nitric oxide/nitroxyl release, cyclooxygenase inhibition, and anti-inflammatory studies.

Authors:  Zhangjian Huang; Carlos Velázquez; Khaled Abdellatif; Morshed Chowdhury; Sarthak Jain; Julie Reisz; Jenna Dumond; S Bruce King; Edward Knaus
Journal:  Org Biomol Chem       Date:  2010-07-22       Impact factor: 3.876

10.  Direct conversion of thiols to sulfonyl chlorides and sulfonamides.

Authors:  Kiumars Bahrami; Mohammad M Khodaei; Mehdi Soheilizad
Journal:  J Org Chem       Date:  2009-12-18       Impact factor: 4.354
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