Literature DB >> 23111375

Iron-mediated direct arylation with arylboronic acids through an aryl radical transfer pathway.

Jian Wang1, Shan Wang, Gao Wang, Ji Zhang, Xiao-Qi Yu.   

Abstract

A novel iron-mediated direct C-H arylation of quinones and pyridine analogues with arylboronic acids has been developed using dichloromethane and water as solvents at ambient temperature. FeS is employed and serves as an efficient catalyst. A detailed reaction mechanism is speculated and expounded.

Entities:  

Year:  2012        PMID： 23111375     DOI： 10.1039/c2cc35468c

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  10 in total

1.  Late-Stage C-H Alkylation of Heterocycles and 1,4-Quinones via Oxidative Homolysis of 1,4-Dihydropyridines.

Authors:  Álvaro Gutiérrez-Bonet; Camille Remeur; Jennifer K Matsui; Gary A Molander
Journal:  J Am Chem Soc       Date:  2017-08-23       Impact factor: 15.419

2.  Radical-based regioselective C-H functionalization of electron-deficient heteroarenes: scope, tunability, and predictability.

Authors:  Fionn O'Hara; Donna G Blackmond; Phil S Baran
Journal:  J Am Chem Soc       Date:  2013-07-30       Impact factor: 15.419

3.  K2S2O8 mediated C-3 arylation of quinoxalin-2(1H)-ones under metal-, photocatalyst- and light-free conditions.

Authors:  Nibedita Baruah Dutta; Mayurakhi Bhuyan; Gakul Baishya
Journal:  RSC Adv       Date:  2020-01-22       Impact factor: 4.036

Review 4.  Radicals: Reactive Intermediates with Translational Potential.

Authors:  Ming Yan; Julian C Lo; Jacob T Edwards; Phil S Baran
Journal:  J Am Chem Soc       Date:  2016-09-26       Impact factor: 15.419

5.  Reactivity of highly Lewis acidic diborane(4) towards pyridine and isocyanide: formation of boraalkene-pyridine complex and ortho-functionalized pyridine derivatives.

Authors:  Yuhei Katsuma; Hiroki Asakawa; Makoto Yamashita
Journal:  Chem Sci       Date:  2017-12-11       Impact factor: 9.825

6.  Iron catalyzed C-C dehydrogenative coupling reaction: synthesis of arylquinones from quinones/hydroquinones.

Authors:  Yu Dong; Chun Xie; Jia Chen; Ai Shen; Qi-Qi Luo; Bing He; Zhi-Fan Wang; Bo Chang; Fan Yang; Zhi-Chuan Shi
Journal:  RSC Adv       Date:  2022-01-28       Impact factor: 3.361

7.  Palladium-catalyzed direct C-H functionalization of benzoquinone.

Authors:  Sarah E Walker; James A Jordan-Hore; David G Johnson; Stuart A Macgregor; Ai-Lan Lee
Journal:  Angew Chem Int Ed Engl       Date:  2014-10-10       Impact factor: 15.336

8.  Mechanistic Insights into Two-Phase Radical C-H Arylations.

Authors:  Ryan D Baxter; Yong Liang; Xin Hong; Timothy A Brown; Richard N Zare; K N Houk; Phil S Baran; Donna G Blackmond
Journal:  ACS Cent Sci       Date:  2015-11-02       Impact factor: 14.553

9.  Generation of Aryl Radicals from Aryl Hydrazines via Catalytic Iodine in Air: Arylation of Substituted 1,4-Naphthoquinones.

Authors:  Saibal Sar; Jyoti Chauhan; Subhabrata Sen
Journal:  ACS Omega       Date:  2020-02-21

10.  Regioselective Oxidative Arylation of Fluorophenols.

Authors:  Congjun Yu; Frederic W Patureau
Journal:  Angew Chem Int Ed Engl       Date:  2019-10-31       Impact factor: 15.336
  10 in total

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