Literature DB >> 23736892

Pd(OAc)2-catalyzed regioselective aromatic C-H bond fluorination.

Shao-Jie Lou1, Dan-Qian Xu, Ai-Bao Xia, Yi-Feng Wang, Yun-Kui Liu, Xiao-Hua Du, Zhen-Yuan Xu.   

Abstract

A novel Pd(OAc)2-NFSI-TFA system was developed for the highly selective ortho-monofluorination directed by diverse aryl-N-heterocyclic directing groups e.g., quinoxaline, pyrazole, benzo[d]oxazole, and pyrazine derivatives. A Pd(II/IV) catalytic cycle was proposed based on the ESI-MS/MS studies.

Entities:  

Year:  2013        PMID: 23736892     DOI: 10.1039/c3cc42220h

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


  5 in total

1.  Ligand-Enabled Stereoselective β-C(sp(3))-H Fluorination: Synthesis of Unnatural Enantiopure anti-β-Fluoro-α-amino Acids.

Authors:  Ru-Yi Zhu; Keita Tanaka; Gen-Cheng Li; Jian He; Hai-Yan Fu; Su-Hua Li; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2015-05-27       Impact factor: 15.419

2.  Studying regioisomer formation in the Pd-catalyzed fluorination of aryl triflates by deuterium labeling.

Authors:  Phillip J Milner; Tom Kinzel; Yong Zhang; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2014-10-21       Impact factor: 15.419

Review 3.  Recent advances in transition-metal-catalyzed incorporation of fluorine-containing groups.

Authors:  Xiaowei Li; Xiaolin Shi; Xiangqian Li; Dayong Shi
Journal:  Beilstein J Org Chem       Date:  2019-09-23       Impact factor: 2.883

Review 4.  N-Fluorobenzenesulfonimide: a useful and versatile reagent for the direct fluorination and amination of (hetero)aromatic C-H bonds.

Authors:  Qiang Gu; Esmail Vessally
Journal:  RSC Adv       Date:  2020-04-29       Impact factor: 4.036

5.  A Fluorinated Ligand Enables Room-Temperature and Regioselective Pd-Catalyzed Fluorination of Aryl Triflates and Bromides.

Authors:  Aaron C Sather; Hong Geun Lee; Valentina Y De La Rosa; Yang Yang; Peter Müller; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2015-10-06       Impact factor: 15.419

  5 in total

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