Literature DB >> 23161485

Pd-catalyzed C-H oxygenation with TFA/TFAA: expedient access to oxygen-containing heterocycles and late-stage drug modification.

Gang Shan1, Xinglin Yang, Linlin Ma, Yu Rao.   

Abstract

Acid brings the oxygen: a general method for palladium-catalyzed C-H oxygenation has been developed for the facile synthesis of a wide range of functionalized phenols with readily available aryl ketones, benzoates, benzamides, acetanilides, and sulfonamides. A trifluoroacetic acid/trifluoroacetic acid anhydride solvent system serves as the oxygen source and is the critical factor for C-H activation.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID: 23161485     DOI: 10.1002/anie.201207458

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


  19 in total

1.  Palladium Catalyzed Aryl C-H Amination with O2 via In Situ Formation of Peroxide-Based Oxidant(s) from Dioxane.

Authors:  Adam B Weinstein; Shannon S Stahl
Journal:  Catal Sci Technol       Date:  2014-12-01       Impact factor: 6.119

2.  Synthesis of 2-Acylphenol and Flavene Derivatives from the Ruthenium-Catalyzed Oxidative C-H Acylation of Phenols with Aldehydes.

Authors:  Hanbin Lee; Chae S Yi
Journal:  European J Org Chem       Date:  2015-03

3.  Total Synthesis of (-)-Kopsifoline A and (+)-Kopsifoline E.

Authors:  In-Soo Myeong; Nadide Hazal Avci; Mohammad Movassaghi
Journal:  Org Lett       Date:  2021-11-12       Impact factor: 6.072

4.  Pd(II)-catalyzed C-H functionalizations directed by distal weakly coordinating functional groups.

Authors:  Gang Li; Li Wan; Guofu Zhang; Dasheng Leow; Jillian Spangler; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2015-03-24       Impact factor: 15.419

5.  Concise Total Syntheses of (+)-Haplocidine and (+)-Haplocine via Late-Stage Oxidation of (+)-Fendleridine Derivatives.

Authors:  Kolby L White; Mohammad Movassaghi
Journal:  J Am Chem Soc       Date:  2016-08-26       Impact factor: 15.419

6.  Copper-catalyzed etherification of arene C-H bonds.

Authors:  James Roane; Olafs Daugulis
Journal:  Org Lett       Date:  2013-11-01       Impact factor: 6.005

7.  Rhoda-Electrocatalyzed Bimetallic C-H Oxygenation by Weak O-Coordination.

Authors:  Xuefeng Tan; Leonardo Massignan; Xiaoyan Hou; Johanna Frey; João C A Oliveira; Masoom Nasiha Hussain; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2021-05-07       Impact factor: 15.336

8.  A bioinspired and biocompatible ortho-sulfiliminyl phenol synthesis.

Authors:  Feng Xiong; Liang Lu; Tian-Yu Sun; Qian Wu; Dingyuan Yan; Ying Chen; Xinhao Zhang; Wei Wei; Yi Lu; Wei-Yin Sun; Jie Jack Li; Jing Zhao
Journal:  Nat Commun       Date:  2017-06-19       Impact factor: 14.919

Review 9.  Transition-metal-catalyzed synthesis of phenols and aryl thiols.

Authors:  Yajun Liu; Shasha Liu; Yan Xiao
Journal:  Beilstein J Org Chem       Date:  2017-03-23       Impact factor: 2.883

10.  Identification of monodentate oxazoline as a ligand for copper-promoted ortho-C-H hydroxylation and amination.

Authors:  Ming Shang; Qian Shao; Shang-Zheng Sun; Yan-Qiao Chen; Hui Xu; Hui-Xiong Dai; Jin-Quan Yu
Journal:  Chem Sci       Date:  2016-09-26       Impact factor: 9.825

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