Literature DB >> 26650396

Merging Visible-Light Photocatalysis and Palladium Catalysis for C-H Acylation of Azo- and Azoxybenzenes with α-Keto Acids.

Ning Xu1, Pinhua Li1, Zuguang Xie1, Lei Wang2,3.   

Abstract

An efficient C-H acylation of azo- and azoxybenzenes with α-keto acids has been developed by a combination of palladium catalysis and visible-light photoredox catalysis at room temperature under 1.5 W blue LED irradiation. This method tolerates a variety of disubstituted azo- and azoxybenzenes, as well as α-keto acids regardless of the nature of the substituents. A number of aryl ketones were obtained in good yields under mild reaction conditions.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  acylation; azo compounds; blue LED; palladium; visible-light photocatalysis

Year:  2016        PMID: 26650396     DOI: 10.1002/chem.201504530

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  7 in total

1.  Visible-light-promoted decarboxylative radical cascade cyclization to acylated benzimidazo/indolo[2,1-a]isoquinolin-6(5H)-ones in water.

Authors:  Lili Tang; Yuejun Ouyang; Kai Sun; Bing Yu
Journal:  RSC Adv       Date:  2022-07-07       Impact factor: 4.036

2.  Acyl Radical Chemistry via Visible-Light Photoredox Catalysis.

Authors:  Arghya Banerjee; Zhen Lei; Ming-Yu Ngai
Journal:  Synthesis (Stuttg)       Date:  2018-12-12       Impact factor: 3.157

3.  Photoredox Catalysis in Organic Chemistry.

Authors:  Megan H Shaw; Jack Twilton; David W C MacMillan
Journal:  J Org Chem       Date:  2016-08-01       Impact factor: 4.354

Review 4.  Pd(II)-Catalyzed C-H Acylation of (Hetero)arenes-Recent Advances.

Authors:  Carlos Santiago; Nuria Sotomayor; Esther Lete
Journal:  Molecules       Date:  2020-07-16       Impact factor: 4.411

Review 5.  Photoredox Catalysis Unlocks Single-Electron Elementary Steps in Transition Metal Catalyzed Cross-Coupling.

Authors:  Mark D Levin; Suhong Kim; F Dean Toste
Journal:  ACS Cent Sci       Date:  2016-05-03       Impact factor: 14.553

Review 6.  When metal-catalyzed C-H functionalization meets visible-light photocatalysis.

Authors:  Lucas Guillemard; Joanna Wencel-Delord
Journal:  Beilstein J Org Chem       Date:  2020-07-21       Impact factor: 2.883

7.  A Palladium-Catalyzed 4CzIPN-Mediated Decarboxylative Acylation Reaction of O-Methyl Ketoximes with α-Keto Acids under Visible Light.

Authors:  Cheng Wang; Shan Yang; Zhibin Huang; Yingsheng Zhao
Journal:  Molecules       Date:  2022-03-18       Impact factor: 4.411

  7 in total

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