Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 12
876
Views
21
CrossRef citations to date
0
Altmetric
Original Articles

Convenient One‐Pot Synthesis of Sulfonamides from Thiols using Trichloroisocyanuric Acid

, &
Pages 2039-2050 | Received 27 Oct 2006, Published online: 22 Jun 2007

References

  • Bonk , J. D. and Dellaria , J. F. Jr. International Patent Publ. WO 2005/066169 .
  • Hays , D. S. , Danielson , M. E. , Gerster , J. F. , Niwas , S. , Kshirsagar , T. A. , Heppner , P. D. , Moser , W. H. , Moseman , J. T. , Radmer , M. R. , Kavanagh , M. A. , Strong , S. A. and Bonk , J. D. International Patent Publ. WO 2005/079195 .
  • Douglass , I. B. and Johnson , T. B. 1938 . Interaction of chlorine with different types of organic sulfur compounds . J. Am. Chem. Soc. , 60 : 1486 – 1489 .
  • Meinzer , A. , Breckel , A. , Thaher , B. A. , Manicone , N. and Otto , H.‐H. 2004 . Properties and reactions of substituted 1,2‐thiazetidine 1,1‐dioxides: Chiral mono‐ and bicyclic 1,2‐thiazetidine 1,1‐dioxides from a‐amino acids . Helv. Chim. Acta , 87 : 90 – 105 .
  • Skulnick , H. I. , Johnson , P. D. , Aristoff , P. A. , Morris , J. K. , Lovasz , K. D. , Howe , W. J. , Watenpaugh , K. D. , Janakiraman , M. N. , Anderson , D. J. , Reischer , R. J. , Schwartz , T. M. , Banitt , L. S. , Tomich , P. K. , Lynn , J. C. , Horng , M.‐M. , Chong , K.‐T. , Hinshaw , R. R. , Dolak , L. A. , Seest , E. P. , Schwende , F. J. , Rush , B. D. , Howard , G. M. , Toth , L. N. , Wilkinson , K. R. , Kakuk , T. J. , Johnson , C. W. , Cole , S. L. , Zaya , R. M. , Zipp , G. L. , Possert , P. L. , Dalga , R. J. , Zhong , W.‐Z. , Williams , M. G. and Romines , K. R. 1997 . Structure‐based design of nonpeptidic HIV protease inhibitors: The sulfonamide‐substituted cyclooctylpyranones . J. Med. Chem. , 40 : 1149 – 1164 .
  • Vedejs , E. and Kongkittingam , C. 2000 . Solution‐phase synthesis of a hindered N‐methylated tetrapeptide using Bts‐protected amino acid chlorides: Efficient coupling and methylation steps allow purification by extraction . J. Org. Chem. , 65 : 2309 – 2318 .
  • Youssef , K. M. , Al‐Abdullah , E. and El‐Khamees , H. 2001 . Synthesis of certain diarylsulfonylureas as antitumor agents . Med. Chem. Res. , 10 : 404 – 418 .
  • Park , Y. J. , Shin , H. H. and Kim , Y. H. 1992 . Convenient one‐pot synthesis of sulfonyl chlorides from thiols using sulfuryl chloride and metal nitrate . Chem. Lett. , : 1483 – 1486 .
  • Wright , S. W. and Hallstrom , K. N. 2006 . A convenient preparation of heteroaryl sulfonamides and sulfonyl fluorides from heteroaryl thiols . J. Org. Chem. , 71 : 1080 – 1084 .
  • Tilstam , U. and Weinmann , H. 2002 . Trichloroisocyanuric acid: A safe and efficient oxidant . Org. Process Res. Dev. , 6 : 384 – 393 .
  • Roblin , R. O. Jr. and Clapp , J. W. 1950 . The preparation of heterocyclic sulfonamides . J. Am. Chem. Soc. , 72 : 4890 – 4892 .
  • Zhong , P. and Guo , M.‐P. 2001 . Preparation of disulfides by the oxidation of thiols using trichloroisocyanuric acid . Synth. Commun. , 31 : 1825 – 1828 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.