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Synlett 2012; 23(11): 1701-1702
DOI: 10.1055/s-0031-1290427
DOI: 10.1055/s-0031-1290427
spotlight
Di-tert-butyl Azodicarboxylate
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
18. Juni 2012 (online)
Introduction
Di-tert-butyl azodicarboxylate (DBAD, 1, Figure [1]), also represented as BocN=NBoc, is a yellow crystalline reagent, insoluble in water. It is a light-sensitive compound with a melting point in the range of 90–92 °C.[ 1 ]
DBAD (1) has been widely used for several important reactions and for the synthesis of natural and biological active compounds. Recently, several examples have been published showing the relevance of this reagent in key organic reactions, especially in the α-amination of carbonylic compounds.[ 2 ]
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References
- 1 Carpino LA, Terry PH, Crowley PJ. J. Org. Chem. 1961; 26: 4336
- 2 Russo A, De Fusco C, Lattanzi A. RSC Adv. 2012; 2: 385
- 3a Carpino LA, Crowley PJ. Org. Synth. Coll. Vol. 5 1973; 160
- 3b Carpino LA, Crowley PJ. Org. Synth. 1964; 44: 18
- 4 Jürmann G, Tšubrik O, Tammeveski K, Mäeorg U. J. Chem. Res. 2005; 10: 661
- 5 Diez-Torrubia A, Balzarini J, Andrei G, Snoeck R, De Meester I, Camarasa M.-J, Velázquez S. J. Med. Chem. 2011; 54: 1927
- 6 Beveridge RE, Batey RA. Org. Lett. 2012; 14: 540
- 7 Yanagisawa A, Koide T, Yoshida K. Synlett 2010; 1515
- 8 Zhou F, Ding M, Liu Y.-L, Wang C.-H, Ji C.-B, Zhang Y.-Y, Zhou J. Adv. Synth. Catal. 2011; 353: 2945
- 9 Hong D, Zhu Y, Lin X, Wang Y. Tetrahedron 2011; 67: 650
- 10 Konishi H, Lam TY, Malerich JP, Rawa VH. Org. Lett. 2010; 12: 2028
- 11a Saaby S, Bella M, Jørgensen KA. J. Am. Chem. Soc. 2004; 126: 8120
- 11b Liu X, Li H, Deng L. Org. Lett. 2005; 7: 167
- 12 Terada M, Tsushima D, Nakano M. Adv. Synth. Catal. 2009; 351: 2817
- 13 Ji C.-B, Liu Y.-L, Zhao X.-L, Guo Y.-L, Wang H.-Y, Zhou J. Org. Biomol. Chem. 2012; 10: 1158
- 14 Inman M, Moody CJ. Chem. Commun. 2011; 47: 788
- 15 Beveridge RE, Gerstenberger BS. Tetrahedron Lett. 2012; 53: 564
- 16 Liu C, Zhu Q, Huang K.-W, Lu Y. Org. Lett. 2011; 13: 2638