Journal of the American Chemical Society

The Acid-catalyzed Reaction of Alkyl Azides upon Carbonyl Compounds1

JH Boyer, J Hamer

Index: Boyer; Hamer Journal of the American Chemical Society, 1955 , vol. 77, p. 951,953

Full Text: HTML

Citation Number: 107

Abstract

11 I_ ArCHO+ RCHENH 111 I_ ArCONHCH2R ganic azides.'From a primary alkyl azide (RCH2-Na) and the conjugate acid of an aldehyde, apparently an adduct was formed which subsequently fied from the reaction in the prksence of sulfuric acid was a~ etanilide,~ obtained in 2% yield. A general reaction between alkyl azides and carbonyl compounds in the presence of a strong acid now has been demonstrated; from aromatic aldehydes the ...

Related Articles:

1, 2, 3??triazoles as amide bond mimics: triazole scan yields protease??resistant peptidomimetics for tumor targeting

[Valverde, Ibai E.; Bauman, Andreas; Kluba, Christiane A.; Vomstein, Sandra; Walter, Martin A.; Mindt, Thomas L. Angewandte Chemie - International Edition, 2013 , vol. 52, # 34 p. 8957 - 8960 Angew. Chem., 2013 , vol. 125, # 34 p. 9126 - 9129,4]

Electrochemical Control of Rapid Bioorthogonal Tetrazine Ligations for Selective Functionalization of Microelectrodes

[Choi, Inseong; Kim, Young-Kwan; Min, Dal-Hee; Lee, Sangwook; Yeo, Woon-Seok Journal of the American Chemical Society, 2011 , vol. 133, # 42 p. 16718 - 16721]

Vibrio cholerae autoinducer CAI-1 interferes with Pseudomonas aeruginosa quorum sensing and inhibits its growth

[Glansdorp, Freija G.; Spandl, Richard J.; Swatton, Jane E.; Loiseleur, Olivier; Welch, Martin; Spring, David R. Organic and Biomolecular Chemistry, 2008 , vol. 6, # 22 p. 4120 - 4124]

Click Chelators for Platinum??Based Anticancer Drugs

[Maisonial, Aurelie; Serafin, Patrycja; Traikia, Mounir; Debiton, Eric; Thery, Vincent; Aitken, David J.; Lemoine, Pascale; Viossat, Bernard; Gautier, Arnaud European Journal of Inorganic Chemistry, 2008 , # 2 p. 298 - 305]

Remarkable effects of lone pair-lone pair interactions on the extremely stereoselective [2+ 2] cycloaddition of azidoketene to chiral 3-imino-. beta.-lactams

[Ojima, Iwao; Nakahashi, Kazuaki; Brandstadter, Stephan M.; Hatanaka, Naoto Journal of the American Chemical Society, 1987 , vol. 109, # 6 p. 1798 - 1805]

More Articles...