Literature DB >> 27159887

Palladium-Catalyzed Directed para C-H Functionalization of Phenols.

Tuhin Patra1, Sukdev Bag1, Rajesh Kancherla1, Anirban Mondal1, Aniruddha Dey1, Sandeep Pimparkar1, Soumitra Agasti1, Atanu Modak1, Debabrata Maiti2.   

Abstract

Various practical methods for the selective C-H functionalization of the ortho and recently also of the meta position of an arene have already been developed. Following our recent development of the directing-group-assisted para C-H functionalization of toluene derivatives, we herein report the first remote para C-H functionalization of phenol derivatives by using a recyclable silicon-containing biphenyl-based template. The effectiveness of this strategy was illustrated with different synthetic elaborations and by the synthesis of various phenol-based natural products.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H activation; olefination; palladium; silicon; synthetic methods

Year:  2016        PMID: 27159887     DOI: 10.1002/anie.201601999

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  20 in total

1.  Silicon-Tethered Strategies for C-H Functionalization Reactions.

Authors:  Marvin Parasram; Vladimir Gevorgyan
Journal:  Acc Chem Res       Date:  2017-08-03       Impact factor: 22.384

2.  Ligand Promoted meta-C-H Chlorination of Anilines and Phenols.

Authors:  Hang Shi; Peng Wang; Shin Suzuki; Marcus E Farmer; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2016-11-08       Impact factor: 15.419

3.  Ligand-Promoted meta-C-H Amination and Alkynylation.

Authors:  Peng Wang; Gen-Cheng Li; Pankaj Jain; Marcus E Farmer; Jian He; Peng-Xiang Shen; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2016-10-13       Impact factor: 15.419

4.  Ligand-Enabled meta-Selective C-H Arylation of Nosyl-Protected Phenethylamines, Benzylamines, and 2-Aryl Anilines.

Authors:  Qiuping Ding; Shengqing Ye; Guolin Cheng; Peng Wang; Marcus E Farmer; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2016-12-23       Impact factor: 15.419

5.  Sequential Functionalization of meta-C-H and ipso-C-O Bonds of Phenols.

Authors:  Jiancong Xu; Jingjing Chen; Feng Gao; Shuguang Xie; Xiaohua Xu; Zhong Jin; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2019-01-24       Impact factor: 15.419

6.  Ligand-Promoted Meta-C-H Arylation of Anilines, Phenols, and Heterocycles.

Authors:  Peng Wang; Marcus E Farmer; Xing Huo; Pankaj Jain; Peng-Xiang Shen; Mette Ishoey; James E Bradner; Steven R Wisniewski; Martin D Eastgate; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2016-07-19       Impact factor: 15.419

Review 7.  A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors:  Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal:  Chem Soc Rev       Date:  2018-08-28       Impact factor: 54.564

8.  Dehydration in water: frustrated Lewis pairs directly catalyzed allylization of electron-rich arenes and allyl alcohols.

Authors:  Hua Zhang; Xiao-Yu Zhan; Yu Dong; Jian Yang; Shuai He; Zhi-Chuan Shi; Xiao-Mei Zhang; Ji-Yu Wang
Journal:  RSC Adv       Date:  2020-04-30       Impact factor: 4.036

9.  New activation mechanism for half-sandwich organometallic anticancer complexes.

Authors:  Samya Banerjee; Joan J Soldevila-Barreda; Juliusz A Wolny; Christopher A Wootton; Abraha Habtemariam; Isolda Romero-Canelón; Feng Chen; Guy J Clarkson; Ivan Prokes; Lijiang Song; Peter B O'Connor; Volker Schünemann; Peter J Sadler
Journal:  Chem Sci       Date:  2018-03-01       Impact factor: 9.825

10.  Pivalophenone imine as a benzonitrile surrogate for directed C-H bond functionalization.

Authors:  Wengang Xu; Naohiko Yoshikai
Journal:  Chem Sci       Date:  2017-05-30       Impact factor: 9.825

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