Literature DB >> 19594144

Carbon-carbon formation via Ni-catalyzed Suzuki-Miyaura coupling through C-CN bond cleavage of aryl nitrile.

Da-Gang Yu1, Miao Yu, Bing-Tao Guan, Bi-Jie Li, Yang Zheng, Zhen-Hua Wu, Zhang-Jie Shi.   

Abstract

The Suzuki-Miyaura coupling of aryl nitriles with aryl/alkenyl boronic esters is reported. With this method, the cyano group could be applied as a protecting group of arenes and finally as a leaving group to further construct polyaryl scaffolds.

Entities:  

Year:  2009        PMID： 19594144     DOI： 10.1021/ol901217m

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  13 in total

Review 1.  Nickel-catalyzed cross-couplings involving carbon-oxygen bonds.

Authors:  Brad M Rosen; Kyle W Quasdorf; Daniella A Wilson; Na Zhang; Ana-Maria Resmerita; Neil K Garg; Virgil Percec
Journal:  Chem Rev       Date:  2010-12-06       Impact factor: 60.622

2.  Mechanistic Study of an Improved Ni Precatalyst for Suzuki-Miyaura Reactions of Aryl Sulfamates: Understanding the Role of Ni(I) Species.

Authors:  Megan Mohadjer Beromi; Ainara Nova; David Balcells; Ann M Brasacchio; Gary W Brudvig; Louise M Guard; Nilay Hazari; David J Vinyard
Journal:  J Am Chem Soc       Date:  2017-01-10       Impact factor: 15.419

3.  Well-defined nickel and palladium precatalysts for cross-coupling.

Authors:  Nilay Hazari; Patrick R Melvin; Megan Mohadjer Beromi
Journal:  Nat Rev Chem       Date:  2017-03-01       Impact factor: 34.035

4.  Suzuki-Miyaura cross-coupling of aryl carbamates and sulfamates: experimental and computational studies.

Authors:  Kyle W Quasdorf; Aurora Antoft-Finch; Peng Liu; Amanda L Silberstein; Anna Komaromi; Tom Blackburn; Stephen D Ramgren; K N Houk; Victor Snieckus; Neil K Garg
Journal:  J Am Chem Soc       Date:  2011-04-01       Impact factor: 15.419

5.  Nickel-Catalyzed Coupling of Azoles with Aromatic Nitriles.

Authors:  Mckenna G Hanson; Noelle M Olson; Zubaoyi Yi; Grace Wilson; Dipannita Kalyani
Journal:  Org Lett       Date:  2017-07-27       Impact factor: 6.005

6.  Transformations of X (C, O, N)-CN Bonds: Cases of Selective X (C, O, N)-C Activation.

Authors:  Rui Wang; John Russell Falck
Journal:  RSC Adv       Date:  2014-01-01       Impact factor: 3.361

7.  Decarbonylative organoboron cross-coupling of esters by nickel catalysis.

Authors:  Kei Muto; Junichiro Yamaguchi; Djamaladdin G Musaev; Kenichiro Itami
Journal:  Nat Commun       Date:  2015-06-29       Impact factor: 14.919

8.  Nickel-catalyzed trifluoromethylthiolation of Csp2-O bonds.

Authors:  Alexander B Dürr; Guoyin Yin; Indrek Kalvet; François Napoly; Franziska Schoenebeck
Journal:  Chem Sci       Date:  2015-10-30       Impact factor: 9.825

9.  A methylation platform of unconventional inert aryl electrophiles: trimethylboroxine as a universal methylating reagent.

Authors:  Boya Feng; Yudong Yang; Jingsong You
Journal:  Chem Sci       Date:  2020-05-25       Impact factor: 9.825

10.  Synthesis of thioethers, arenes and arylated benzoxazoles by transformation of the C(aryl)-C bond of aryl alcohols.

Authors:  Mingyang Liu; Zhanrong Zhang; Bingfeng Chen; Qinglei Meng; Pei Zhang; Jinliang Song; Buxing Han
Journal:  Chem Sci       Date:  2020-04-15       Impact factor: 9.825
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