Literature DB >> 26761155

Cross-Coupling of Meyer-Schuster Intermediates under Dual Gold-Photoredox Catalysis.

Jiwon Um1, Hokeun Yun1, Seunghoon Shin1.   

Abstract

Under dual gold/photoredox catalytic conditions, intermediates from the Meyer-Schuster rearrangement underwent an efficient cross-coupling with arene diazonium salts, leading to α-arylated enones. Diazonium salts assisted the dissociation of the propargyl hydroxyl group by forming alkoxydiazenes in the Meyer-Schuster rearrangement, and the coupling was proposed to proceed through an allenyl methyl ether.

Entities:  

Year:  2016        PMID: 26761155     DOI: 10.1021/acs.orglett.5b03531

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  12 in total

1.  Mechanism of Photoredox-Initiated C-C and C-N Bond Formation by Arylation of IPrAu(I)-CF3 and IPrAu(I)-Succinimide.

Authors:  Suhong Kim; F Dean Toste
Journal:  J Am Chem Soc       Date:  2019-01-17       Impact factor: 15.419

2.  Highly Efficient and Stereoselective Thioallylation of Alkynes: Possible Gold Redox Catalysis with No Need for a Strong Oxidant.

Authors:  Jin Wang; Shuyao Zhang; Chang Xu; Lukasz Wojtas; Novruz G Akhmedov; Hao Chen; Xiaodong Shi
Journal:  Angew Chem Int Ed Engl       Date:  2018-05-07       Impact factor: 15.336

3.  Gold Redox Catalysis through Base-Initiated Diazonium Decomposition toward Alkene, Alkyne, and Allene Activation.

Authors:  Boliang Dong; Haihui Peng; Stephen E Motika; Xiaodong Shi
Journal:  Chemistry       Date:  2017-07-24       Impact factor: 5.236

4.  Gold redox catalysis for cyclization/arylation of allylic oximes: synthesis of isoxazoline derivatives.

Authors:  Abiola Azeez Jimoh; Seyedmorteza Hosseyni; Xiaohan Ye; Lukasz Wojtas; Yong Hu; Xiaodong Shi
Journal:  Chem Commun (Camb)       Date:  2019-07-09       Impact factor: 6.222

5.  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 6.  Dual Catalysis Strategies in Photochemical Synthesis.

Authors:  Kazimer L Skubi; Travis R Blum; Tehshik P Yoon
Journal:  Chem Rev       Date:  2016-04-25       Impact factor: 60.622

7.  Dual gold and photoredox catalysed C-H activation of arenes for aryl-aryl cross couplings.

Authors:  V Gauchot; D R Sutherland; A-L Lee
Journal:  Chem Sci       Date:  2017-01-27       Impact factor: 9.825

8.  Dual gold and photoredox catalysis: visible light-mediated intermolecular atom transfer thiosulfonylation of alkenes.

Authors:  Haoyu Li; Cuicui Shan; Chen-Ho Tung; Zhenghu Xu
Journal:  Chem Sci       Date:  2017-01-04       Impact factor: 9.825

9.  Photosensitizer-free visible light-mediated gold-catalysed cis-difunctionalization of silyl-substituted alkynes.

Authors:  Jie-Ren Deng; Wing-Cheung Chan; Nathanael Chun-Him Lai; Bin Yang; Chui-Shan Tsang; Ben Chi-Bun Ko; Sharon Lai-Fung Chan; Man-Kin Wong
Journal:  Chem Sci       Date:  2017-09-04       Impact factor: 9.825

Review 10.  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

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