Literature DB >> 12530885

Generation of aryl radicals from arylboronic acids by manganese(III) acetate: synthesis of biaryls and heterobiaryls.

Ayhan S Demir1, Omer Reis, Mustafa Emrullahoglu.   

Abstract

The efficient generation of aryl radicals from arylboronic acids by manganese(III) acetate is described. In aromatic solvents, in situ generated aryl radicals afford the corresponding biaryls in very good yields. This method works selectively, and yields are better than those from similar, previously described methods. Arylboronic acids carrying sensitive functional groups also work efficiently.

Entities:  

Year:  2003        PMID: 12530885     DOI: 10.1021/jo026466c

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  Direct C-H arylation of electron-deficient heterocycles with arylboronic acids.

Authors:  Ian B Seiple; Shun Su; Rodrigo A Rodriguez; Ryan Gianatassio; Yuta Fujiwara; Adam L Sobel; Phil S Baran
Journal:  J Am Chem Soc       Date:  2010-09-29       Impact factor: 15.419

2.  Direct alkylation of heteroaryls using potassium alkyl- and alkoxymethyltrifluoroborates.

Authors:  Gary A Molander; Virginie Colombel; Valerie A Braz
Journal:  Org Lett       Date:  2011-03-10       Impact factor: 6.005

Review 3.  Photochemical and Electrochemical Applications of Proton-Coupled Electron Transfer in Organic Synthesis.

Authors:  Philip R D Murray; James H Cox; Nicholas D Chiappini; Casey B Roos; Elizabeth A McLoughlin; Benjamin G Hejna; Suong T Nguyen; Hunter H Ripberger; Jacob M Ganley; Elaine Tsui; Nick Y Shin; Brian Koronkiewicz; Guanqi Qiu; Robert R Knowles
Journal:  Chem Rev       Date:  2021-11-23       Impact factor: 60.622

4.  Mild palladium-catalyzed C-H alkylation using potassium alkyltrifluoroborates in combination with MnF3.

Authors:  Sharon R Neufeldt; Cydney K Seigerman; Melanie S Sanford
Journal:  Org Lett       Date:  2013-04-19       Impact factor: 6.005

5.  The graphite-catalyzed ipso-functionalization of arylboronic acids in an aqueous medium: metal-free access to phenols, anilines, nitroarenes, and haloarenes.

Authors:  Anshu Dandia; Ruchi Sharma; Pratibha Saini; Ranveer Singh Badgoti; Kuldeep S Rathore; Vijay Parewa
Journal:  RSC Adv       Date:  2021-05-19       Impact factor: 4.036

  5 in total

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