Diethyl azodicarboxylate (DEAD)

Product Manager：Nick Wilde

Name Reactions

Mitsunobu Reaction

Recent Literature

Using CuI/diethyl azodicarboxylate as a mediator, a regioselective alkynylation reaction of unactivated aliphatic tertiary methylamines with terminal alkynes was successfully achieved. This alkynylation process boasts simplicity in operation, mild reaction conditions, yields ranging from good to excellent, and does not require the exclusion of air and moisture.
X. Xu, X. Li, Org. Lett., 2009, 11, 1027-1029.

https://doi.org/10.1021/ol802974b

The dirhodium acetate-catalyzed reaction of aryl diazoacetates with water and diethyl azodicarboxylate (DEAD) efficiently produces aryl α-keto esters in high yields.
Z. Guo, H. Huang, Q. Fu, W. Hu, Synlett, 2006, 2486-2488.

https://doi.org/10.1055/s-2006-950412

An oxidative C1 arylation of tetrahydroisoquinolines, using aryl Grignard reagents and mediated by diethyl azodicarboxylate (DEAD), achieves C-H activation under metal-free conditions. This method yields target compounds, including certain naturally occurring alkaloids, in good quantities.
K. N. Singh, S. V. Kessar, P. Singh, P. Singh, M. Kaur, A. Batra, Synthesis, 2014, 46, 2644-2650.

https://doi.org/10.1055/s-0034-1378337

Quoted from:https://www.organic-chemistry.org/chemicals/oxidations/diethylazodicarboxylate-dead.shtm

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