2-Bromo-6-isocyanopyridine as a Universal Convertible Isocyanide for Multicomponent Chemistry
Gydo van der Heijden, J. A. W. (Sjaak) Jong, Eelco Ruijter* and Romano V. A. Orru*
*Department of Chemistry and Pharmaceutical Sciences, VU
University Amsterdam, De Boelelaan 1083, NL-1081 HV Amsterdam, The Netherlands, Email:
e.ruijter
vu.nl, r.v.a.orruvu.nl
G. van der Heiden, J. A. W. Jong, E. Ruijter, R. V. A. Orru, Org. Lett., 2016, 18, 984-987.
DOI: 10.1021/acs.orglett.6b00091
see article for more reactions
Abstract
2-bromo-6-isocyanopyridine as novel convertible isocyanide for multicomponent chemistry combines sufficient nucleophilicity with good leaving group capacity of the resulting amide moiety under both basic and acidic conditions. An efficient two-step synthesis of the potent opioid carfentanil demonstrates the practical utility of this reagent.
see article for more examples
Key Words
ID: J54-Y2016
