Synthesis of Sulfonyl Azides

Alan Katritzky; Khalid Widyan; Kapil Gyanda

doi:10.1055/s-2008-1072568

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Synthesis 2008(8): 1201-1204
DOI: 10.1055/s-2008-1072568

PAPER

Synthesis of Sulfonyl Azides

Alan Katritzky*^a, Khalid Widyan^a,b, Kapil Gyanda^a
^a Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA
Fax: +1(352)3929199; e-Mail: katritzky@chem.ufl.edu;
^b Department of Chemistry, Tafila Technical University, Tafila 66110, Jordan

Further Information

Publication History

Received 1 August 2007
Publication Date:
27 March 2008 (online)

Abstract
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Abstract

1-(Alkylsulfonyl)- and 1-(arylsulfonyl)benzotriazoles react with sodium azide in acetonitrile to give the corresponding alkanesulfonyl and arenesulfonyl azides.

Key words

synthesis - 1-sulfonylbenzotriazoles - sulfonyl azides - sodium azide - Grignard reagent

References

1 Ye T. McKervey MA. Chem. Rev. 1994, 94: 1091

Crossref Google Scholar
2 Harned AH. Sherrill WM. Flynn DL. Hanson PR. Tetrahedron 2005, 61: 12093

Crossref Google Scholar
3 Charette AB. Wurz RP. Ollevier T. J. Org. Chem. 2000, 65: 9252

Crossref PubMed Google Scholar
4 Wurz RP. Lin W. Charette AB. Tetrahedron Lett. 2003, 44: 8845

Crossref Google Scholar
5 Panchaud P. Renaud P. Adv. Synth. Catal. 2004, 346: 925

Crossref Google Scholar
6 Panchaud P. Chabaud L. Landais Y. Ollivier C. Renaud P. Zigmantas S. Chem. Eur. J. 2004, 10: 3606

Crossref Google Scholar
7 Erdik E. Tetrahedron 2004, 60: 8747

Crossref Google Scholar
8 Leffler JE. Tsuno Y. J. Org. Chem. 1963, 28: 902

Crossref Google Scholar
9 Harmon RE. Wellman G. Gupta SK. J. Org. Chem. 1973, 38: 11

Crossref Google Scholar
10 El-Sayed RA. Phosphorus, Sulfur Silicon Relat. Elem. 2004, 179: 237 ; and references cited therein

Crossref Google Scholar
11 Laurent N. Lafont D. Boullanger P. Mallet JM. Carbohydr. Res. 2005, 340: 1885

Crossref Google Scholar
12 Liu Q. Tor Y. Org. Lett. 2003, 5: 2571

Crossref Google Scholar
13 Farng L.-pO. Kice JL. J. Am. Chem. Soc. 1981, 103: 1137

Crossref Google Scholar
14 Stefane B. Kocevar M. Polanc S. J. Org. Chem. 1997, 62: 7165

Crossref Google Scholar
15 Ofitserov VI. Moksushin VS. Pushkareva ZV. Nikiforova NN. Khim. Geterotsikl. Soedin. 1976, 8: 1119

Google Scholar
16 Katritzky AR. Rodriguez-Garcia V. Nair SK. J. Org. Chem. 2004, 69: 1849

Crossref Google Scholar
17 Katritzky AR. Abdel-Fattah AAA. Vakulenko AV. Tao H. J. Org. Chem. 2005, 70: 9191

Crossref Google Scholar
18 Katritzky AR. Abdel-Fattah AAA. Akhmedova RG. ARKIVOC 2005, (vi): 329

Google Scholar
19 Katritzky AR. Hoffmann S. Suzuki K. ARKIVOC 2004, (xii): 14

Google Scholar
20 Katritzky AR. Wang M. Zhang S. ARKIVOC 2001, (ix): 19

Google Scholar
21 Goerdeler J. Ullmann H. Chem. Ber. 1961, 94: 1067

Crossref Google Scholar
22 Okafemi CA. Phosphorus Sulfur Relat. Elem. 1980, 8: 197

Crossref Google Scholar
23 Buolamwini JK. Knaus EE. Eur. J. Med. Chem. 1993, 28: 447

Crossref Google Scholar
24 Cremlyn RJ. Jones GP. Swinbourne FJ. Yung K. Phosphorus Sulfur Relat. Elem. 1980, 8: 189

Crossref Google Scholar