Open AccessEfficient Heterogeneous Copper-Catalyzed Alder-Ene Reaction of Allenynamides to Pyrrolines
Author(s) -
Zhiyao Zheng,
Luca Deiana,
Daniels Posevins,
Abdolrahim Abbaszad Rafi,
Kaiheng Zhang,
Magnus J. Johansson,
CheukWai Tai,
Armando Córdova,
JanErling Bäckvall
Publication year - 2022
Publication title -
acs catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 4.898
H-Index - 198
ISSN - 2155-5435
DOI - 10.1021/acscatal.1c05147
Subject(s) - catalysis , chemoselectivity , ene reaction , diels–alder reaction , chemistry , copper , microcrystalline cellulose , heterogeneous catalysis , combinatorial chemistry , organic chemistry , cellulose
Herein, we describe an efficient nanocopper-catalyzed Alder-ene reaction of allenynamides. The copper nanoparticles were immobilized on amino-functionalized microcrystalline cellulose. A solvent-controlled chemoselectivity of the reaction was observed, leading to the chemodivergent synthesis of pyrrolines (2,5-dihydropyrroles) and pyrroles. The heterogeneous copper catalyst exhibits high efficiency and good recyclability in the Alder-ene reaction, constituting a highly attractive catalytic system from an economical and environmental point of view.