Iron(III)/Iodine-Catalyzed C(sp2)H Activation of α,β-Unsaturated Aldehydes/Ketones with Amidines: Synthesis of 1,2,4,5-Tetrasubstituted Imidazoles

An efficient methodology to access a library of 1,2,4,5‐tetrasubstituted imidazoles from a broad range of amidines and α,β‐unsaturated aldehydes/ketones via a C(sp2)H amination has been developed. This method represents a new and simple way to prepare highly substituted imidazoles from easily avail...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2015-12, Vol.357 (18), p.3868-3874
Main Authors: Wu, Ping, Qu, Jinpeng, Li, Yaxuan, Guo, Xin, Tang, Dong, Meng, Xu, Yan, Rulong, Chen, Baohua
Format: Article
Language:English
Subjects:
Activation
Aldehydes
Catalysis
cross-dehydrogenative-coupling (CDC) reaction
CN bond formation
Functional groups
highly substituted imidazoles
Imidazole
iron(III) catalysis
Ketones
Synthesis
Tolerances
α,β‐unsaturated aldehydes/ketones
β-unsaturated aldehydes/ketones
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Summary:An efficient methodology to access a library of 1,2,4,5‐tetrasubstituted imidazoles from a broad range of amidines and α,β‐unsaturated aldehydes/ketones via a C(sp2)H amination has been developed. This method represents a new and simple way to prepare highly substituted imidazoles from easily available starting materials, inexpensive catalysts, and with good functional group tolerance in good to excellent yields.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201500701