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N-heterocyclic carbene-palladium(II)-1-methylimidazole complex-catalyzed Suzuki-Miyaura coupling of aryl sulfonates with arylboronic acids.
J Org Chem. 2012 Aug 03; 77(15):6608-14.JO

Abstract

A well-defined NHC-Pd(II)-Im complex 1 was found to be an effective catalyst for the Suzuki-Miyaura coupling of aryl sulfonates including tosylates and phenylsulfonates with arylboronic acids, giving the desired coupling products in good to high yields. Acceptable yields can also be achieved even by using the less reactive mesylates as the substrates. It is worthy of noting here that this is the first example of NHC-Pd(II) complex-catalyzed Suzuki-Miyaura coupling of aryl sulfonates with arylboronic acids, enriching an inexpensive, convenient, and alternative method for the synthesis of biaryl compounds.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Wang ZY
College of Chemistry and Materials Engineering, Wenzhou University, Chashan University Town, Wenzhou, Zhejiang Province 325035, People's Republic of China.
Chen GQ
No affiliation info available
Shao LX
No affiliation info available

MeSH

ArylsulfonatesBiphenyl CompoundsBoronic AcidsCatalysisHeterocyclic CompoundsImidazolesMethaneMolecular StructureOrganometallic CompoundsPalladium

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

22804630

Citation

Wang, Zhan-Yong, et al. "N-heterocyclic carbene-palladium(II)-1-methylimidazole Complex-catalyzed Suzuki-Miyaura Coupling of Aryl Sulfonates With Arylboronic Acids." The Journal of Organic Chemistry, vol. 77, no. 15, 2012, pp. 6608-14.
Wang ZY, Chen GQ, Shao LX. N-heterocyclic carbene-palladium(II)-1-methylimidazole complex-catalyzed Suzuki-Miyaura coupling of aryl sulfonates with arylboronic acids. J Org Chem. 2012;77(15):6608-14.
Wang, Z. Y., Chen, G. Q., & Shao, L. X. (2012). N-heterocyclic carbene-palladium(II)-1-methylimidazole complex-catalyzed Suzuki-Miyaura coupling of aryl sulfonates with arylboronic acids. The Journal of Organic Chemistry, 77(15), 6608-14. https://doi.org/10.1021/jo301270t
Wang ZY, Chen GQ, Shao LX. N-heterocyclic carbene-palladium(II)-1-methylimidazole Complex-catalyzed Suzuki-Miyaura Coupling of Aryl Sulfonates With Arylboronic Acids. J Org Chem. 2012 Aug 3;77(15):6608-14. PubMed PMID: 22804630.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - N-heterocyclic carbene-palladium(II)-1-methylimidazole complex-catalyzed Suzuki-Miyaura coupling of aryl sulfonates with arylboronic acids. AU - Wang,Zhan-Yong, AU - Chen,Gao-Qi, AU - Shao,Li-Xiong, Y1 - 2012/07/25/ PY - 2012/7/19/entrez PY - 2012/7/19/pubmed PY - 2012/12/12/medline SP - 6608 EP - 14 JF - The Journal of organic chemistry JO - J Org Chem VL - 77 IS - 15 N2 - A well-defined NHC-Pd(II)-Im complex 1 was found to be an effective catalyst for the Suzuki-Miyaura coupling of aryl sulfonates including tosylates and phenylsulfonates with arylboronic acids, giving the desired coupling products in good to high yields. Acceptable yields can also be achieved even by using the less reactive mesylates as the substrates. It is worthy of noting here that this is the first example of NHC-Pd(II) complex-catalyzed Suzuki-Miyaura coupling of aryl sulfonates with arylboronic acids, enriching an inexpensive, convenient, and alternative method for the synthesis of biaryl compounds. SN - 1520-6904 UR - https://www.unboundmedicine.com/medline/citation/22804630/N_heterocyclic_carbene_palladium_II__1_methylimidazole_complex_catalyzed_Suzuki_Miyaura_coupling_of_aryl_sulfonates_with_arylboronic_acids_ L2 - https://doi.org/10.1021/jo301270t DB - PRIME DP - Unbound Medicine ER -