Literature DB >> 30353979

Palladium-Catalyzed Decarbonylative Difluoromethylation of Acid Chlorides at Room Temperature.

Fei Pan1, Gregory B Boursalian1, Tobias Ritter1.   

Abstract

Methods for the direct synthesis of difluoromethylated arenes are sparse, despite the importance of the difluoromethyl group in medical, agro-, and materials chemistry. A palladium-catalyzed decarbonylative cross-coupling reaction of acid chlorides with a difluoromethyl zinc reagent is achieved to access difluoromethylated compounds. The transformation proceeds at room temperature and shows broad functional group tolerance, thus providing a general and efficient method for decarbonylative difluoromethylation of a wide range of aromatic carboxylic acids.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  decarbonylation; difluoromethylation; homogeneous catalysis; palladium; room temperature

Year:  2018        PMID: 30353979     DOI: 10.1002/anie.201811139

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


  7 in total

1.  Nickel-Catalyzed Decarbonylative Synthesis of Fluoroalkyl Thioethers.

Authors:  Conor E Brigham; Christian A Malapit; Naish Lalloo; Melanie S Sanford
Journal:  ACS Catal       Date:  2020-07-17       Impact factor: 13.084

2.  Decarbonylative Fluoroalkylation at Palladium(II): From Fundamental Organometallic Studies to Catalysis.

Authors:  Naish Lalloo; Christian A Malapit; S Maryamdokht Taimoory; Conor E Brigham; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2021-10-28       Impact factor: 15.419

3.  Palladium-Catalyzed Aryldifluoromethylation of Aryl Halides with Aryldifluoromethyl Trimethylsilanes.

Authors:  Kyoungmin Choi; Michael G Mormino; Eric D Kalkman; John Park; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2022-09-07       Impact factor: 16.823

4.  Decarbonylative Suzuki-Miyaura Cross-Coupling of Aroyl Chlorides.

Authors:  Tongliang Zhou; Pei-Pei Xie; Chong-Lei Ji; Xin Hong; Michal Szostak
Journal:  Org Lett       Date:  2020-08-10       Impact factor: 6.005

5.  Direct C-H difluoromethylation of heterocycles via organic photoredox catalysis.

Authors:  Wei Zhang; Xin-Xin Xiang; Junyi Chen; Chen Yang; Yu-Liang Pan; Jin-Pei Cheng; Qingbin Meng; Xin Li
Journal:  Nat Commun       Date:  2020-01-31       Impact factor: 14.919

6.  Visible-light promoted three-component tandem reaction to synthesize difluoromethylated oxazolidin-2-imine.

Authors:  Kun Bao; Jun Wei; Huihui Yan; Rong Sheng
Journal:  RSC Adv       Date:  2020-07-09       Impact factor: 4.036

7.  Decarbonylative Sonogashira Cross-Coupling of Carboxylic Acids.

Authors:  Chengwei Liu; Michal Szostak
Journal:  Org Lett       Date:  2021-06-07       Impact factor: 6.072

  7 in total

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