Literature DB >> 21332143

Gold-catalyzed synthesis of benzil derivatives and α-keto imides via oxidation of alkynes.

Cheng-Fu Xu1, Mei Xu, Yi-Xia Jia, Chuan-Ying Li.   

Abstract

An efficient process based on the gold-catalyzed redox reaction has been developed to oxidize 1,2-diarylacetylene or ynamide to 1,2-diaryldiketone or α-keto imide respectively. This process can tolerate a variety of functional groups and affords 1,2-dicarbonyl compounds in excellent yields under mild reaction conditions.

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Year:  2011        PMID： 21332143     DOI： 10.1021/ol200270t

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


  14 in total

1.  N-allyl-N-sulfonyl ynamides as synthetic precursors to amidines and vinylogous amidines. An unexpected N-to-C 1,3-sulfonyl shift in nitrile synthesis.

Authors:  Kyle A DeKorver; Whitney L Johnson; Yu Zhang; Richard P Hsung; Huifang Dai; Jun Deng; Andrew G Lohse; Yan-Shi Zhang
Journal:  J Org Chem       Date:  2011-05-24       Impact factor: 4.354

2.  Umpolung reactivity of indole through gold catalysis.

Authors:  Biao Lu; Yingdong Luo; Lianzhu Liu; Longwu Ye; Yanzhao Wang; Liming Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2011-07-14       Impact factor: 15.336

3.  A Non-Diazo Strategy to Cyclopropanation via Oxidatively Generated Gold Carbene: the Benefit of A Conformationally Rigid P,N-Bidentate Ligand.

Authors:  Kegong Ji; Liming Zhang
Journal:  Org Chem Front       Date:  2014-03       Impact factor: 5.281

4.  Introducing a new class of N-phosphoryl ynamides via Cu(I)-catalyzed amidations of alkynyl bromides.

Authors:  Kyle A DeKorver; Mary C Walton; Troy D North; Richard P Hsung
Journal:  Org Lett       Date:  2011-08-17       Impact factor: 6.005

5.  A Desulfonylative Approach in Oxidative Gold Catalysis: Regiospecific Access to Donor-Substituted Acyl Gold Carbenes.

Authors:  Hongyi Chen; Liming Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2015-08-12       Impact factor: 15.336

6.  Gold-Catalyzed Oxidation of Propargylic Ethers with Internal C-C Triple Bonds: Impressive Regioselectivity Enabled by Inductive Effect.

Authors:  Kegong Ji; Brendan D'Souza; Jon Nelson; Liming Zhang
Journal:  J Organomet Chem       Date:  2014-11-01       Impact factor: 2.369

7.  Ynamides in ring forming transformations.

Authors:  Xiao-Na Wang; Hyun-Suk Yeom; Li-Chao Fang; Shuzhong He; Zhi-Xiong Ma; Brant L Kedrowski; Richard P Hsung
Journal:  Acc Chem Res       Date:  2013-10-28       Impact factor: 22.384

8.  Optimizing P,N-bidentate ligands for oxidative gold catalysis: efficient intermolecular trapping of α-oxo gold carbenes by carboxylic acids.

Authors:  Kegong Ji; Yulong Zhao; Liming Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2013-05-02       Impact factor: 15.336

Review 9.  Homogeneous Gold-Catalyzed Oxidation Reactions.

Authors:  Zhitong Zheng; Xu Ma; Xinpeng Cheng; Ke Zhao; Kaylaa Gutman; Tianyou Li; Liming Zhang
Journal:  Chem Rev       Date:  2021-02-16       Impact factor: 72.087

10.  Synthesis of α-diketones from alkylaryl- and diarylalkynes using mercuric salts.

Authors:  Michael E Jung; Gang Deng
Journal:  Org Lett       Date:  2014-04-01       Impact factor: 6.005
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