Synthesis and reactions of 3??alkoxy??2H??azirines

…, F Sainte, M Rivera, C Bernard??Henriet…

Index: Ghosez, L.; Sainte, F.; Rivera, M.; Bernard-Henriet, C.; Gouverneur, V. Recueil des Travaux Chimiques des Pays-Bas, 1986 , vol. 105, p. 456 - 461

Full Text: HTML

Citation Number: 12

Abstract

Abstract 3-Alkoxy-2H-azirines 4 have been prepared by treatment of enol ethers 6 with iodine azide followed by base-catalysed elimination of HI and thermolysis of the resulting vinyl azide 5. Azirines 4 readily undergo electrophilic additions, to yield products resulting from cleavage of either the N (1)-C (3) or the N (1)-C (2) bond. Reaction of 4 with trimethylsilyl cyanide yields highly functionalized aziridines 12. Thermolysis of 4 produces ...

Related Articles:

A simple procedure for the esterification of carboxylic acids

[Brook, Michael A.; Chan, T. H. Synthesis, 1983 , # 3 p. 201 - 203]

Direct transacylation of 2, 2, 2-trihaloethyl esters with amines and alcohols using phosphorus (III) reagents for reductive fragmentation and in situ activation

[Hans, Jeremy J.; Driver, Russell W.; Burke, Steven D. Journal of Organic Chemistry, 2000 , vol. 65, # 7 p. 2114 - 2121]

Direct synthesis of β-hydroxy-α-amino acids via diastereoselective decarboxylative aldol reaction

[Organic Letters, , vol. 15, # 22 p. 5770 - 5773]

Chemoselectivity in coupling of azides with thioacids in solution-phase and solvent-free conditions

[Nagarajan, Sangaraiah; Shanmugavelan, Poovan; Sathishkumar, Murugan; Priyadharshini, Namachivayam; Sudakar, Padmanaban; Ponnuswamy, Alagusundaram Synthetic Communications, 2013 , vol. 43, # 5 p. 668 - 680]

Studies on amino acids and peptides—IV: 1, 2, 4-triazines from thioacylated amino-acid esters

[Andersen,T.P.; Ghattas,A.B.; Lawesson,S.O. Tetrahedron, 1983 , vol. 39, p. 3419]

More Articles...