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Literature DB >> 23413317

Copper-Catalyzed Homo-Dimerization of Nitronates and Enolates under Oxygen Atmosphere.

Hien-Quang Do¹, Hung Tran-Vu, Olafs Daugulis.

Abstract

A method for copper-catalyzed oxidative dimerization of nitronates and enolates using oxygen as terminal oxidant has been developed. Cyclization through oxidative intramolecular coupling is also feasible for both nitronates and enolates. The mild reaction conditions lead to good functional group tolerance.

Entities: Chemical Disease Gene

Year: 2012 PMID： 23413317 PMCID： PMC3568985 DOI： 10.1021/om300393m

Source DB: PubMed Journal: Organometallics ISSN： 0276-7333 Impact factor: 3.876

15 in total

1. Aryl-aryl bond formation one century after the discovery of the Ullmann reaction.

Authors: Jwanro Hassan; Marc Sévignon; Christel Gozzi; Emmanuelle Schulz; Marc Lemaire
Journal: Chem Rev Date: 2002-05 Impact factor: 60.622

2. Iron-catalyzed homo-coupling of simple and functionalized arylmagnesium reagents.

Authors: Gérard Cahiez; Christophe Chaboche; Florence Mahuteau-Betzer; Mathieu Ahr
Journal: Org Lett Date: 2005-05-12 Impact factor: 6.005

3. Manganese- or iron-catalyzed homocoupling of grignard reagents using atmospheric oxygen as an oxidant.

Authors: Gérard Cahiez; Alban Moyeux; Julien Buendia; Christophe Duplais
Journal: J Am Chem Soc Date: 2007-10-18 Impact factor: 15.419

4. Twofold C-H functionalization: palladium-catalyzed ortho arylation of anilides.

Authors: Gordon Brasche; Jorge García-Fortanet; Stephen L Buchwald
Journal: Org Lett Date: 2008-05-09 Impact factor: 6.005

5. Nickel, manganese, cobalt, and iron-catalyzed deprotonative arene dimerization.

Authors: Thanh Truong; Joseph Alvarado; Ly Dieu Tran; Olafs Daugulis
Journal: Org Lett Date: 2010-03-19 Impact factor: 6.005

6. Diastereoselective oxidative carbon-carbon bond formation via silyl bis-enol ethers.

Authors: Christopher T Avetta; Leah C Konkol; Carla N Taylor; Karen C Dugan; Charlotte L Stern; Regan J Thomson
Journal: Org Lett Date: 2008-12-18 Impact factor: 6.005

7. Copper-catalyzed aerobic oxidative amidation of terminal alkynes: efficient synthesis of ynamides.

Authors: Tetsuya Hamada; Xuan Ye; Shannon S Stahl
Journal: J Am Chem Soc Date: 2008-01-01 Impact factor: 15.419

8. Oxidative carbon-carbon bond formation via silyl bis-enol ethers: controlled cross-coupling for the synthesis of quaternary centers.

Authors: Michael D Clift; Carla N Taylor; Regan J Thomson
Journal: Org Lett Date: 2007-10-03 Impact factor: 6.005

Copper-Catalyzed Homo-Dimerization of Nitronates and Enolates under Oxygen Atmosphere.

1. Aryl-aryl bond formation one century after the discovery of the Ullmann reaction.

2. Iron-catalyzed homo-coupling of simple and functionalized arylmagnesium reagents.

3. Manganese- or iron-catalyzed homocoupling of grignard reagents using atmospheric oxygen as an oxidant.

4. Twofold C-H functionalization: palladium-catalyzed ortho arylation of anilides.

5. Nickel, manganese, cobalt, and iron-catalyzed deprotonative arene dimerization.

6. Diastereoselective oxidative carbon-carbon bond formation via silyl bis-enol ethers.

7. Copper-catalyzed aerobic oxidative amidation of terminal alkynes: efficient synthesis of ynamides.

8. Oxidative carbon-carbon bond formation via silyl bis-enol ethers: controlled cross-coupling for the synthesis of quaternary centers.

9. An aromatic Glaser-Hay reaction.

10. An efficient and convenient Cu(OAc)(2)/air mediated oxidative coupling of azoles via C-H activation.

Review 1. Aerobic copper-catalyzed organic reactions.

2. Redox-configurable ambidextrous catalysis: structural and mechanistic insight.