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Literature DB >> 18656984

Propargylation of 1,3-dicarbonyl compounds with 1,3-diarylpropynes via oxidative cross-coupling between sp3 C-H and sp3 C-H.

Abstract

A highly efficient oxidative-coupling reaction between diarylpropargylic sp(3) C-H and active methylenic sp(3) C-H was achieved with DDQ as oxidant. The reaction afforded a direct method for the propargylation of 1,3-dicarbonyl compounds, thus providing a concise synthesis of the corresponding products.

Entities: Chemical

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Year: 2008 PMID： 18656984 DOI： 10.1021/jo8010039

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

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Cited

7 in total

1. 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone-catalyzed reactions employing MnO2 as a stoichiometric oxidant.

Authors: Lei Liu; Paul E Floreancig
Journal: Org Lett Date: 2010-10-15 Impact factor: 6.005

2. A solution-processed n-type conducting polymer with ultrahigh conductivity.

Authors: Haoran Tang; Yuanying Liang; Chunchen Liu; Zhicheng Hu; Yifei Deng; Han Guo; Zidi Yu; Ao Song; Haiyang Zhao; Duokai Zhao; Yuanzhu Zhang; Xugang Guo; Jian Pei; Yuguang Ma; Yong Cao; Fei Huang
Journal: Nature Date: 2022-09-07 Impact factor: 69.504

3. DDQ in mechanochemical C-N coupling reactions.

Authors: Shyamal Kanti Bera; Rosalin Bhanja; Prasenjit Mal
Journal: Beilstein J Org Chem Date: 2022-06-01 Impact factor: 2.544

4. Aerobic oxidative synthesis of quinazolinones and benzothiazoles in the presence of laccase/DDQ as a bioinspired cooperative catalytic system under mild conditions.

Authors: Nadia Ghorashi; Zahra Shokri; Reza Moradi; Amira Abdelrasoul; Amin Rostami
Journal: RSC Adv Date: 2020-04-08 Impact factor: 4.036

Propargylation of 1,3-dicarbonyl compounds with 1,3-diarylpropynes via oxidative cross-coupling between sp3 C-H and sp3 C-H.

1. 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone-catalyzed reactions employing MnO2 as a stoichiometric oxidant.

2. A solution-processed n-type conducting polymer with ultrahigh conductivity.

3. DDQ in mechanochemical C-N coupling reactions.

4. Aerobic oxidative synthesis of quinazolinones and benzothiazoles in the presence of laccase/DDQ as a bioinspired cooperative catalytic system under mild conditions.

Review 5. Quinone-Catalyzed Selective Oxidation of Organic Molecules.

6. Iron-catalyzed α-C-H functionalization of π-bonds: cross-dehydrogenative coupling and mechanistic insights.

7. Palladium-Catalyzed Oxidative Synthesis of α-Acetoxylated Enones from Alkynes.