Diethyl azodicarboxylate (DEAD)
Name Reactions
Recent Literature
Mediated by copper/diethyl azodicarboxylate, regioselective alkynylation of
unactivated aliphatic tertiary methylamine with terminal alkyne was successfully
established. The alkynylation reaction described here has the advantage of
simple operation, mild reaction conditions, good to excellent yields, and no
need to exclude air and moisture.
X. Xu, X. Li, Org. Lett., 2009,
11, 1027-1029.
The reaction of aryl diazoacetates with H2O and diethyl
azodicarboxylate (DEAD) catalyzed by dirhodium acetate gives aryl α-keto esters
in high yields.
Z. Guo, H. Huang, Q. Fu, W. Hu, Synlett, 2006,
2486-2488.
An oxidative C1 arylation of tetrahydroisoquinolines with aryl
Grignard reagents is mediated by diethyl azodicarboxylate (DEAD). This C-H activation under metal-free conditions
delivers target compounds,
including some naturally occurring alkaloids, in good yields.
K. N. Singh, S. V. Kessar, P. Singh, P. Singh, M. Kaur, A. Batra, Synthesis, 2014, 46,
2644-2650.
