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Literature DB >> 25968409

Ni-Catalyzed Divergent Cyclization/Carboxylation of Unactivated Primary and Secondary Alkyl Halides with CO2.

Xueqiang Wang¹, Yu Liu¹, Ruben Martin^1,2.

Abstract

A user-friendly Ni-catalyzed reductive cyclization/carboxylation of unactivated alkyl halides with CO2 is described. The protocol operates under mild conditions with an excellent chemoselectivity profile and a divergent syn/anti selectivity pattern that can be easily modulated by the substrate utilized.

Entities: Chemical Gene

Year: 2015 PMID： 25968409 DOI： 10.1021/jacs.5b03340

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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Cited

13 in total

1. Synthesis of Tetrasubstituted Alkenes by Tandem Metallacycle Formation/Cross-Electrophile Coupling.

Authors: Kirk W Shimkin; John Montgomery
Journal: J Am Chem Soc Date: 2018-05-31 Impact factor: 15.419

2. Development of an Improved System for the Carboxylation of Aryl Halides through Mechanistic Studies.

Authors: David J Charboneau; Gary W Brudvig; Nilay Hazari; Hannah M C Lant; Andrew K Saydjari
Journal: ACS Catal Date: 2019-03-14 Impact factor: 13.084

3. Mechanism of Ni-Catalyzed Reductive 1,2-Dicarbofunctionalization of Alkenes.

Authors: Qiao Lin; Tianning Diao
Journal: J Am Chem Soc Date: 2019-10-28 Impact factor: 15.419

4. Synthesis of acetic acid via methanol hydrocarboxylation with CO2 and H2.

Authors: Qingli Qian; Jingjing Zhang; Meng Cui; Buxing Han
Journal: Nat Commun Date: 2016-05-11 Impact factor: 14.919

Review 5. Metal-Catalyzed Carboxylation of Organic (Pseudo)halides with CO₂.

Authors: Marino Börjesson; Toni Moragas; Daniel Gallego; Ruben Martin
Journal: ACS Catal Date: 2016-08-30 Impact factor: 13.084

6. Enantioselective Nickel-Catalyzed Intramolecular Allylic Alkenylations Enabled by Reversible Alkenylnickel E/Z Isomerization.

Authors: Connor Yap; Gabriel M J Lenagh-Snow; Somnath Narayan Karad; William Lewis; Louis J Diorazio; Hon Wai Lam
Journal: Angew Chem Int Ed Engl Date: 2017-06-12 Impact factor: 15.336

Ni-Catalyzed Divergent Cyclization/Carboxylation of Unactivated Primary and Secondary Alkyl Halides with CO2.

1. Synthesis of Tetrasubstituted Alkenes by Tandem Metallacycle Formation/Cross-Electrophile Coupling.

2. Development of an Improved System for the Carboxylation of Aryl Halides through Mechanistic Studies.

3. Mechanism of Ni-Catalyzed Reductive 1,2-Dicarbofunctionalization of Alkenes.

4. Synthesis of acetic acid via methanol hydrocarboxylation with CO2 and H2.

Review 5. Metal-Catalyzed Carboxylation of Organic (Pseudo)halides with CO₂.

6. Enantioselective Nickel-Catalyzed Intramolecular Allylic Alkenylations Enabled by Reversible Alkenylnickel E/Z Isomerization.

7. Ruthenium-catalyzed umpolung carboxylation of hydrazones with CO₂.

8. Ni(I)-Alkyl Complexes Bearing Phenanthroline Ligands: Experimental Evidence for CO₂ Insertion at Ni(I) Centers.

Review 9. Toward ideal carbon dioxide functionalization.

10. Enantioselective Synthesis of Chiral Cyclopent-2-enones by Nickel-Catalyzed Desymmetrization of Malonate Esters.

Review 5. Metal-Catalyzed Carboxylation of Organic (Pseudo)halides with CO2.

Review 9. Toward ideal carbon dioxide functionalization.

Review 5. Metal-Catalyzed Carboxylation of Organic (Pseudo)halides with CO₂.