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Literature DB >> 25059113

Copper-promoted site-selective acyloxylation of unactivated C(sp³)-H bonds.

Abstract

The site-selective acyloxylation of aliphatic amides was achieved via a copper-promoted C(sp(3))-H bond functionalization process directed by a bidentate ligand. The reaction showed a great preference for activating C-H bonds of β-methyl groups over those of γ-methyl and unactivated methylene groups.

Entities: Chemical Species

Keywords: CH activation; acyloxylation; copper; site-selective; unactivated sp3 carbons

Year: 2014 PMID： 25059113 DOI： 10.1002/asia.201402510

Source DB: PubMed Journal: Chem Asian J ISSN： 1861-471X

Keyword Cloud
Cited

6 in total

Review 1. Transition-Metal-Catalyzed, Coordination-Assisted Functionalization of Nonactivated C(sp³)-H Bonds.

Authors: Bin Liu; Andrew M Romine; Camille Z Rubel; Keary M Engle; Bing-Feng Shi
Journal: Chem Rev Date: 2021-10-29 Impact factor: 60.622

2. γ,δ,ε-C(sp(3))-H Functionalization through Directed Radical H-Abstraction.

Authors: Tao Liu; Tian-Sheng Mei; Jin-Quan Yu
Journal: J Am Chem Soc Date: 2015-04-30 Impact factor: 15.419

3. Ligand-Enabled Monoselective β-C(sp³)-H Acyloxylation of Free Carboxylic Acids Using a Practical Oxidant.

Authors: Zhe Zhuang; Alastair N Herron; Zhoulong Fan; Jin-Quan Yu
Journal: J Am Chem Soc Date: 2020-03-30 Impact factor: 15.419

Review 4. Cross-dehydrogenative coupling for the intermolecular C-O bond formation.

Authors: Igor B Krylov; Vera A Vil'; Alexander O Terent'ev
Journal: Beilstein J Org Chem Date: 2015-01-20 Impact factor: 2.883

5. Copper-promoted site-selective carbonylation of sp³ and sp² C-H bonds with nitromethane.

Authors: Xuesong Wu; Jinmin Miao; Yanrong Li; Guigen Li; Haibo Ge
Journal: Chem Sci Date: 2016-04-26 Impact factor: 9.825

6. Pyridine-enabled copper-promoted cross dehydrogenative coupling of C(sp²)-H and unactivated C(sp³)-H bonds.

Authors: Xuesong Wu; Yan Zhao; Haibo Ge
Journal: Chem Sci Date: 2015-07-20 Impact factor: 9.825

6 in total

Copper-promoted site-selective acyloxylation of unactivated C(sp³)-H bonds.

Review 1. Transition-Metal-Catalyzed, Coordination-Assisted Functionalization of Nonactivated C(sp3)-H Bonds.

2. γ,δ,ε-C(sp(3))-H Functionalization through Directed Radical H-Abstraction.

3. Ligand-Enabled Monoselective β-C(sp3)-H Acyloxylation of Free Carboxylic Acids Using a Practical Oxidant.

Review 4. Cross-dehydrogenative coupling for the intermolecular C-O bond formation.

5. Copper-promoted site-selective carbonylation of sp3 and sp2 C-H bonds with nitromethane.

6. Pyridine-enabled copper-promoted cross dehydrogenative coupling of C(sp2)-H and unactivated C(sp3)-H bonds.

Review 1. Transition-Metal-Catalyzed, Coordination-Assisted Functionalization of Nonactivated C(sp³)-H Bonds.

3. Ligand-Enabled Monoselective β-C(sp³)-H Acyloxylation of Free Carboxylic Acids Using a Practical Oxidant.

5. Copper-promoted site-selective carbonylation of sp³ and sp² C-H bonds with nitromethane.

6. Pyridine-enabled copper-promoted cross dehydrogenative coupling of C(sp²)-H and unactivated C(sp³)-H bonds.