Organic Chemistry Portal



Alkylation Reactions of Azodicarboxylate Esters with 4-Alkyl-1,4-Dihydropyridines under Catalyst-Free Conditions

Kazunari Nakajima*, Yulin Zhang, Yoshiaki Nishibayashi*

*School of Engineering, The University of Tokyo, Bunkyo-ku, Tokyo 113-8656, Japan, Email:,

K. Nakajima, Y. Zhang, Y. Nishibayashi, Org. Lett., 2019, 21, 4642-4645.

DOI: 10.1021/acs.orglett.9b01537

see article for more reactions


Reactions of 4-alkyl-1,4-dihydropyridines as alkylation reagents with di-tert-butyl azodicarboxylate provide alkyl amine derivatives under heating conditions in the absence of catalysts and additives.

see article for more examples

proposed mechanism

Key Words

Hydrazine Derivatives

ID: J54-Y2019