Synthesis of N-Heterocyclic Carbene-Pd-II-2-Methyl-4,5-dihydrooxazole Complexes and Their Application Toward Highly Chemoselective Mono-Suzuki-Miyaura Coupling of Dichlorobenzenes

A series of N-heterocyclic carbene-palladium(II)-2-methyl-4,5-dihydrooxazole complexes was synthesized in a one-step process, one of which facilitated high chemoselectivity in the mono-Suzuki-Miyaura coupling of dichlorobenzenes. Further transformations of the mono-coupling products catalyzed by thi...

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Bibliographic Details
Published inAsian journal of organic chemistry Vol. 7; no. 4; pp. 781 - 787
Main Authors Sun, Kai-Xin, He, Qian-Wei, Xu, Bin-Bin, Wu, Xiang-Ting, Lu, Jian-Mei
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 01.04.2018
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
CARBENE
N-heterocyclic carbene-palladium(II) complexes
ONE-POT SYNTHESIS
PALLADIUM COMPLEXES
chlorobiphenyls
CATALYZED REACTION
dichlorobenzenes
chemoselective coupling
EFFICIENT LIGANDS
NHC-PD(II)-IM NHC
DIHALOARENES
H BOND ARYLATION
IM=1-METHYLIMIDAZOLE COMPLEXES
synthetic methods
ARYL CHLORIDES
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Summary:A series of N-heterocyclic carbene-palladium(II)-2-methyl-4,5-dihydrooxazole complexes was synthesized in a one-step process, one of which facilitated high chemoselectivity in the mono-Suzuki-Miyaura coupling of dichlorobenzenes. Further transformations of the mono-coupling products catalyzed by this complex were also investigated, which gave the desired C-C and C-N coupling products in excellent yields. The reported methodology allows the conversion of readily available dichlorobenzenes into synthetically useful chlorobiphenyls.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.201800001