Abstract
A simple and mild method for the preparation of α-azido ketones and esters using hypervalent iodine reagent, 4,4′-bis-(dichloroiodo)-biphenyl, and sodium azide in 1,4-dioxane is discussed. Advantages of this system are easy workup, recyclable reagent, and moderate to good yields.
ACKNOWLEDGMENT
V. N. T. gratefully acknowledges All India Council for Technical Education (AICTE), India, for financial support under the Research Promotion Scheme (RPS).
Notes
a Reaction conditions: substrate (5.0 mmol), 4,4′-bis-(dichloroiodo)-biphenyl (0.55 equiv), triethylamine (2.1 equiv), and sodium azide (2.1 equiv) in 1,4-dioxon (15 mL), reflux.
b Starting compounds were prepared by standard literature procedures.
c Isolated yields after column chromatography and structures were confirmed by comparison of IR and 1H NMR with those of authentic materials.
d No reaction.