Insights into sulfinate formation from tosyl hydrazides

Tetrahedron Letters

Volumn 53, Issue 9, 2012, Pages 1045-1047

  Ragnarsson, Ulf ^a   Grehn, Leif ^b  

^a UPPSALA UNIVERSITY   (Sweden)

^b Medicago AB   (Sweden)

Author keywords

Half life determination; Hydrazide cleavage; Nitrogen formation; Sulfinate; Sulfone

Indexed keywords

ALDESULFONE; DIMETHYL SULFOXIDE; GUANIDINE DERIVATIVE; HYDRAZIDE DERIVATIVE; SULFONE DERIVATIVE;

ARTICLE; BENZYLATION; DRUG HALF LIFE; MOLECULAR MECHANICS; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 84856209897     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.12.061     Document Type: Article

References (19)

1. For a recent summary on applications of tosyl hydrazide, see: A.R. Chamberlin, J.E. Sheppeck II, B. Goess, and C. Lee L.A. Paquette, D. Crich, P.L. Fuchs, G.A. Molander, Encyclopedia of Reagents for Organic Synthesis 12 2009 Chichester Wiley 9634 9645 2nd ed
2. R. Ballini, E. Marcantoni, and M. Petrini Tetrahedron 45 1989 6791
3. D.J. Pasto, and R.T. Taylor Org. React. 40 1991 91
4. K. Namba, I. Shoji, M. Nishizawa, and K. Tanino Org. Lett. 11 2009 4970 and references therein
5. T. Toma, J. Shimokawa, and T. Fukuyama Org. Lett. 9 2007 3195
6. L.K. Rasmussen J. Org. Chem. 71 2006 3627
7. U. Ragnarsson, L. Grehn, J. Koppel, O. Loog, O. Tšubrik, A. Bredikhin, U. Mäeorg, and I. Koppel J. Org. Chem. 70 2005 5916 and references therein
8. U. Ragnarsson Chem. Soc. Rev. 30 2001 205
9. C.S. Rooney, E.J. Cragoe Jr., C.C. Porter, and J.M. Sprauge J. Med. Pharm. Chem. 5 1962 155
10. J.M. Keith, and L. Gomez J. Org. Chem. 71 2006 7113
11. See for example: N.S. Simpkins Sulfones in Organic Synthesis 1993 Pergamon Press Oxford
12. E. Mosettig Org. React. 8 1954 232
13. S.B. Matin, J.C. Craig, and R.P.K. Chan J. Org. Chem. 39 1974 2285
14. K.F. Jennings J. Chem. Soc. 1957 1172
15. P. Wessig, and H.-G. Henning Liebigs Ann. Chem. 1991 983
16. E.A. Bartmann Synthesis 1993 490
17. Ragnarsson, U.; Grehn, L.; Maia, H. L. S.; Monteiro, L. S. J. Chem. Res. 2000, (S) 6; (M) 129.
18. L. Grehn, B. Nyasse, and U. Ragnarsson Synthesis 1997 1429
19. L. Grehn, and U. Ragnarsson Tetrahedron 55 1999 4843