Rhodium catalyzed arylation of diazo compounds with aryl boronic acids

The Journal of Organic Chemistry
Jayanta Ghorai, Pazhamalai Anbarasan

Abstract

A general and efficient synthesis of diarylacetate, a diarylmethine derivative, was accomplished through rhodium catalyzed direct arylation of diazo compounds with arylboronic acids. The reaction tolerates various boronic acid derivatives and functional groups. Notably, chemoselective arylation of diazo compounds over other electrophiles were demonstrated. The efficacy of the developed methodology is shown by the expeditious synthesis of the core structure of diclofensine.

References

Apr 16, 2003·Accounts of Chemical Research·Darcy A Culkin, John F Hartwig
Aug 14, 2003·Chemical Reviews·Tamio Hayashi, Kaori Yamasaki
Mar 6, 2009·Organic Letters·Cheng PengJianbo Wang
Aug 7, 2012·Journal of the American Chemical Society·Wai-Wing ChanWing-Yiu Yu
Apr 4, 2013·Journal of the American Chemical Society·Todd K HysterTomislav Rovis
Oct 15, 2013·Chemistry : a European Journal·Dongari Yadagiri, Pazhamalai Anbarasan
Apr 15, 2014·Organic Letters·Dongari Yadagiri, Pazhamalai Anbarasan
Aug 1, 2014·The Journal of Organic Chemistry·Shanmugam Rajasekar, Pazhamalai Anbarasan

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Citations

Aug 5, 2015·Organic Letters·Robert PanishJoseph M Fox
Feb 15, 2017·The Journal of Organic Chemistry·Jacob A Greenberg, Tarek Sammakia
Jan 31, 2020·Chemistry : a European Journal·Amanda F da SilvaIgor D Jurberg
May 24, 2019·The Journal of Organic Chemistry·Nivedita S MahajaniJohn D Chisholm
Aug 28, 2021·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Dongari Yadagiri, Pazhamalai Anbarasan

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