Literature DB >> 18610980

Copper-mediated N-cyclopropylation of azoles, amides, and sulfonamides by cyclopropylboronic acid.

Sébastien Bénard1, Luc Neuville, Jieping Zhu.   

Abstract

Reaction of azoles, amides, and sulfonamides in dichloroethane with readily available cyclopropylboronic acid in the presence of copper acetate and sodium carbonate afforded the N-cyclopropyl derivatives in good to excellent yields.

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Year:  2008        PMID: 18610980     DOI: 10.1021/jo801033y

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


  5 in total

Review 1.  Aerobic copper-catalyzed organic reactions.

Authors:  Scott E Allen; Ryan R Walvoord; Rosaura Padilla-Salinas; Marisa C Kozlowski
Journal:  Chem Rev       Date:  2013-06-20       Impact factor: 60.622

2.  Copper-Catalyzed Amidation of Primary and Secondary Alkyl Boronic Esters.

Authors:  Luis M Mori-Quiroz; Kirk W Shimkin; Sina Rezazadeh; Ryan A Kozlowski; Donald A Watson
Journal:  Chemistry       Date:  2016-09-22       Impact factor: 5.236

3.  A General N-alkylation Platform via Copper Metallaphotoredox and Silyl Radical Activation of Alkyl Halides.

Authors:  Nathan W Dow; Albert Cabré; David W C MacMillan
Journal:  Chem       Date:  2021-06-16       Impact factor: 25.832

4.  Selective formation of secondary amides via the copper-catalyzed cross-coupling of alkylboronic acids with primary amides.

Authors:  Steven A Rossi; Kirk W Shimkin; Qun Xu; Luis M Mori-Quiroz; Donald A Watson
Journal:  Org Lett       Date:  2013-04-23       Impact factor: 6.005

5.  Palladium-catalyzed α-arylation of 2-chloroacetates and 2-chloroacetamides.

Authors:  Gary A Molander; Kaitlin M Traister; Thiago Barcellos
Journal:  J Org Chem       Date:  2013-04-09       Impact factor: 4.354

  5 in total

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