Literature DB >> 16953601

Direct C-H arylation of (hetero)arenes with aryl iodides via rhodium catalysis.

Shuichi Yanagisawa1, Tomoko Sudo, Ryoji Noyori, Kenichiro Itami.   

Abstract

A new method for the catalytic C-H arylation of heteroarenes and arenes that manifests high activity paired with reasonably broad scope was developed. Under the catalytic influence of RhCl(CO){P[OCH(CF3)2]3}2 and Ag2CO3, the direct C-H arylation of heteroarenes/arenes with aryl/heteroaryl iodides took place to afford a range of biaryls in good to excellent yields with high regioselectivity. Thiophenes, furans, pyrroles, indoles, and alkoxybenzenes are applicable in this arylation protocol.

Entities:  

Mesh:

Substances:

Year:  2006        PMID: 16953601     DOI: 10.1021/ja064500p

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  11 in total

Review 1.  Direct transition metal-catalyzed functionalization of heteroaromatic compounds.

Authors:  Ilya V Seregin; Vladimir Gevorgyan
Journal:  Chem Soc Rev       Date:  2007-03-05       Impact factor: 54.564

2.  Direct palladium-catalyzed alkynylation of N-fused heterocycles.

Authors:  Ilya V Seregin; Victoria Ryabova; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2007-06-01       Impact factor: 15.419

Review 3.  Controlled microwave heating in modern organic synthesis: highlights from the 2004-2008 literature.

Authors:  C Oliver Kappe; Doris Dallinger
Journal:  Mol Divers       Date:  2009-04-21       Impact factor: 2.943

4.  Iridium-Catalyzed Silylation of Five-Membered Heteroarenes: High Sterically Derived Selectivity from a Pyridyl-Imidazoline Ligand.

Authors:  Caleb Karmel; Camille Z Rubel; Elena V Kharitonova; John F Hartwig
Journal:  Angew Chem Weinheim Bergstr Ger       Date:  2020-01-22

5.  Synthesis and characterization of hexaarylbenzenes with five or six different substituents enabled by programmed synthesis.

Authors:  Shin Suzuki; Yasutomo Segawa; Kenichiro Itami; Junichiro Yamaguchi
Journal:  Nat Chem       Date:  2015-01-26       Impact factor: 24.427

Review 6.  Direct functionalization of nitrogen heterocycles via Rh-catalyzed C-H bond activation.

Authors:  Jared C Lewis; Robert G Bergman; Jonathan A Ellman
Journal:  Acc Chem Res       Date:  2008-07-11       Impact factor: 22.384

Review 7.  Rhodium-catalyzed C-C bond formation via heteroatom-directed C-H bond activation.

Authors:  Denise A Colby; Robert G Bergman; Jonathan A Ellman
Journal:  Chem Rev       Date:  2010-02-10       Impact factor: 60.622

Review 8.  Palladium(II)-catalyzed C-H activation/C-C cross-coupling reactions: versatility and practicality.

Authors:  Xiao Chen; Keary M Engle; Dong-Hui Wang; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

9.  Rh(I)-catalyzed arylation of heterocycles via C-H bond activation: expanded scope through mechanistic insight.

Authors:  Jared C Lewis; Ashley M Berman; Robert G Bergman; Jonathan A Ellman
Journal:  J Am Chem Soc       Date:  2008-02-02       Impact factor: 15.419

10.  Palladium-catalyzed direct arylation of 5-halouracils and 5-halouracil nucleosides with arenes and heteroarenes promoted by TBAF.

Authors:  Yong Liang; Jennifer Gloudeman; Stanislaw F Wnuk
Journal:  J Org Chem       Date:  2014-04-23       Impact factor: 4.354

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.