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Microwave Irradiation Tandem Hydroamination and Oxidative Cyclization of Natural Amino Acids with Diethyl Acetylenedicarboxylate for Functionalized Pyrrole Derivatives
Author(s) -
Li Jisen,
Duan Wenwen,
Pan Xiaoxia,
Ye Yanqing,
Huang Chao
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201900198
Subject(s) - hydroamination , chemistry , pyrrole , catalysis , amino acid , dimethyl acetylenedicarboxylate , organic chemistry , microwave irradiation , combinatorial chemistry , medicinal chemistry , biochemistry , cycloaddition
Under microwave irradiation from natural amino acids to nitrogen heterocyclic compounds, a tandem reaction of hydroamination and oxidative cyclization has been explored. Utilizing amino acids and diethyl acetylenedicarboxylate with high product yields on 83–95%, functionalized pyrrole derivatives can be prepared during 0.5‐0.75 h by copper oxide catalysis. With nonpolar side chains natural amino acids can be used to develop microwave‐assisted one‐pot transformations. Reaction conditions also adapt to other dialkyl acetylenedicarboxylates such as dimethyi acetylenedicarboxylate. Besides the reaction regulation was illustrated.