General and efficient synthesis of o-sulfonylhydroxylamine derivatives

Synthetic Communications

Volumn 40, Issue 5, 2010, Pages 642-646

  Qin, Liqiong ^a   Zhou, Zhiming ^a   Wei, Jia ^a   Yan, Ting ^a   Wen, Hongliang ^a  

^a BEIJING INSTITUTE OF TECHNOLOGY   (China)

Author keywords

Benzyl chloroformate; Hydrogenolysis; O sulfonylhydroxylamine derivatives; Sulfonation

Indexed keywords

2 SULFONYLHYDROXYLAMINE DERIVATIVE; CARBON; HYDROGEN; HYDROXYLAMINE; PALLADIUM; UNCLASSIFIED DRUG;

ACYLATION; ARTICLE; CONTROLLED STUDY; HYDROGENOLYSIS; HYDROLYSIS; SULFONATION; SYNTHESIS;

EID: 76349098905     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910903007111     Document Type: Article

References (8)

1. Bottaro, J. C. Stereospecific conversion of olefins into aziridines by p-tolylsulphonyl-hydroxylamine. J. Chem. Soc., Chem. Commun. 1980, 560.
2. Alcazar, J.; Almena, I.; Begtrup, M.; Hoz, A. Synthesis of 4-hydroxylamino-1-azabuta-1,3-dienes and their cyclization to 2-substituted pyrazole 1-oxides. J. Chem. Soc., Perkin Trans. l 1995, 21, 2773.
3. Tamura, Y.; Minamikawa, J.; Miki, Y.; Matsugashita, S. A novel method for heteroaro-matic N-imines. Tetrahedron Lett. 1972, 40, 4133.
4. Valenciano, J.; Cuadro, A. M.; Vaquero, J. J.; Alvarenz-Builla, J. New route to pyri-do[1,2-b] pyridazinium inner salts: Evidence of a 1,3-dipolar cycloaddition-ring expansion process. Tetrahedron Lett. 1999, 40, 763.
5. Hajos, A.; Riede, Z.; Baitz, E. G.; Messmer, A. Selective ring closure to substituted pryrido[1,2-b]-as-triazinium salt. Tetrahedron 1992, 48, 9459.
6. Hoang, C. N.; Riedl, Z.; Timaria, G.; Hajos, G.; Schantl, J. G. A convenient synthesis of 2-substituted [1,2,4]-triazole-[1,5-a]-quinolines and [1,2,4]-triazolo-[5,1-a]-isoquinolines. Arkivoc 2001, 2, 42.
7. King, F. D.; Waiton, D. R. M. Synthesis of O-arenesulfonyl-and O-arenecarbonylhydrox-ylamines. Synthesis. 1975, 12, 788.
8. Carpino, L. A. O-Acylhydroxylamines, II: O-Mesitylenesulfonyl-, O-p-toluenesulfonyl-, and O-mesitoylhydroxylamine. J. Am. Chem. Soc. 1960, 82, 3133.