N-Boc-O-tosyl hydroxylamine as a safe and efficient nitrogen source for the N-amination of aryl and alkyl amines: Electrophylic amination

Synlett

Volumn , Issue 14, 2011, Pages 1993-1996

  Baburaj, Thankappan ^a   Thambidurai, Sivalingam ^b  

^a Anthem Biosciences Pvt Ltd   (India)

^b ALAGAPPA UNIVERSITY   (India)

Author keywords

Boc arylhydrazines; Boc alkylhydrazines; azapeptides; electrophylic amination; N Boc O tosyl hydroxylamine

Indexed keywords

4 ACETANISIDINE; 4 METHYLMORPHOLINE; AMINATING AGENT; ANILINE; DICHLOROMETHANE; HYDROXYLAMINE; MORPHOLINE DERIVATIVE; N,N DIMETHYLFORMAMIDE; NITROGEN; POTASSIUM CARBONATE; REAGENT; SOLVENT; TERT BUTOXYCARBONYL O TOSYLHYDROXYLAMINE; UNCLASSIFIED DRUG;

AMINATION; ARTICLE; CHEMICAL STRUCTURE; DECOMPOSITION; DIFFERENTIAL SCANNING CALORIMETRY; ELECTROPHYLIC AMINATION; EXPLOSION; HIGH TEMPERATURE; REACTION TIME; SAFETY; SYNTHESIS;

EID: 80052065511     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0030-1261170     Document Type: Article

References (21)

1. Melendez R E., Lubell W D., J. Am. Chem. Soc. 2004 126 6759
2. Boeglin D, Lubell W D., J. Comb. Chem. 2005 7 664
3. Dutta A S., Morley J S., J. Chem. Soc., Perkin Trans. 1 1975 1712
4. Dutta A S., Giles M B., J. Chem. Soc., Perkin Trans. 1 1986 1655
5. Abbas C, Pickaert G, Didierjean C, Gregoire B J., Vanderesse R, Tetrahedron Lett. 2009 50 4158
6. Amstrong A, Jones L H., Knight J D., Kelsey R D., Org. Lett. 2005 7 713
7. Perni R B., Gribble G W., Org. Prep. Proced. Int. 1982 14 343
8. Walton E, Jenkins S R., Nutt R F., Holly F W., J. Med. Chem. 1968 11 1252
9. Bodio E, Synlett 2008 1744; and references cited therein
10. Hynes J Jr., Doubleday W W., Dyckman A J., Godfrey J D. Jr., Grosso J A., Kiau S, Leftheris K, [nl]J. Org. Chem. 2004 69 1368
11. Bhattacharya A, Patel N C., Plata R E., Peddicord M, Ye Q, Parlanti L, Palaniswamy V A., Grosso J A., Tetrahedron Lett. 2006 47 5341
12. Parlanti L, Discordia R P., Hynes J Jr., Miller M M., OGrady H R., Shi Z, Org. Lett. 2007 9 3821
13. Vidal J, Damestoy S, Guy L, Hannachi J C., Aubry A, Collet A, Chem. Eur. J. 1997 3 1691
14. Vidal J, Guy L, Sterins S, Collet A, J. Org. Chem. 1993 58 4791
15. Vidal J, Hannachi J C., Hourdin G, Mlatier J C., Collet A, Tetrahedron Lett. 1998 39 8845
16. Vidal J, Guy L, Sterin S, Collet A, J. Org. Chem. 1993 58 4791
17. Radhakrishna A S., Loudon G M., Miller M J., J. Org. Chem. 1979 44 4836
18. Carpino L A., Giza C A., Carpino B A., J. Am. Chem. Soc. 1959 81 955
19. Genet J P., Mallart S, Greck C, Piveteau E, Tetrahedron Lett. 1991 32 2359
20. Andrews D M., Foote K M., Matusiak Z M., Arnould [nl]J C., Boutron P, Delouvrie B, Delvare C, Hamon A, Harris C S., Lambert-vanderBrempt C, Lamorlette M, Tetrahedron 2009 65 5805
21. Boyles D C., Curran T T., Parlett R V. IV, Org. Process Res. Dev. 2002 6 230