Literature DB >> 19320458

Wacker-type oxidation of alkynes into 1,2-diketones using molecular oxygen.

Wei Ren1, Yuanzhi Xia, Shun-Jun Ji, Yong Zhang, Xiaobing Wan, Jing Zhao.   

Abstract

An intriguing new Wacker-type oxidation of alkynes catalyzed by PdBr(2) and CuBr(2) is described, which opens an efficient access to 1,2-diketones using molecular oxygen. Under the optimized conditions, a variety of alkynes, including diarylalkynes, arylalkylalkynes, and dialkylalkynes, were compatible substrates in this transformation. The mechanism of this reaction was preliminarily investigated by control experiments.

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Year:  2009        PMID: 19320458     DOI: 10.1021/ol900344g

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


  4 in total

1.  Gold-catalyzed highly regioselective oxidation of C-C triple bonds without acid additives: propargyl moieties as masked α,β-unsaturated carbonyls.

Authors:  Biao Lu; Chaoqun Li; Liming Zhang
Journal:  J Am Chem Soc       Date:  2010-10-13       Impact factor: 15.419

2.  Structure-activity relationships of substituted 1-pyridyl-2-phenyl-1,2-ethanediones: potent, selective carboxylesterase inhibitors.

Authors:  Brandon M Young; Janice L Hyatt; David C Bouck; Taosheng Chen; Parimala Hanumesh; Jeanine Price; Vincent A Boyd; Philip M Potter; Thomas R Webb
Journal:  J Med Chem       Date:  2010-11-24       Impact factor: 7.446

3.  Gold-catalyzed oxidation of arylallenes: Synthesis of quinoxalines and benzimidazoles.

Authors:  Dong-Mei Cui; Dan-Wen Zhuang; Ying Chen; Chen Zhang
Journal:  Beilstein J Org Chem       Date:  2011-06-24       Impact factor: 2.883

4.  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

  4 in total

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