Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Copper-Catalyzed Bromination of C(sp3 )-H Bonds Distal to Functional Groups.

Literature DB >> 27897345

Copper-Catalyzed Bromination of C(sp³ )-H Bonds Distal to Functional Groups.

Tao Liu¹, Michael C Myers², Jin-Quan Yu¹.

Abstract

Selective bromination of γ-methylene C(sp3 )-H bonds of aliphatic amides and δ-methylene C(sp3 )-H bonds of nosyl-protected alkyl amines are developed using NBS as the brominating reagent and catalytic amount of CuII /phenanthroline complexes as the catalyst. Aryl and benzylic C-H bonds at other locations remain intact during this directed radical abstraction reaction.

Entities: Chemical Disease Species

Keywords: C−H functionalization; bromination; copper; radical H-abstraction; synthetic methods

Year: 2016 PMID： 27897345 DOI： 10.1002/anie.201608210

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

Keyword Cloud
Cited

22 in total

1. Ketone-catalyzed photochemical C(sp³)-H chlorination.

Authors: Lei Han; Jibao Xia; Lin You; Chuo Chen
Journal: Tetrahedron Date: 2017-05-04 Impact factor: 2.457

2. General, Mild, and Selective Method for Desaturation of Aliphatic Amines.

Authors: Padon Chuentragool; Marvin Parasram; Yi Shi; Vladimir Gevorgyan
Journal: J Am Chem Soc Date: 2018-02-07 Impact factor: 15.419

Review 3. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O₂ Model Systems to Organometallic Transformations.

Authors: Rachel Trammell; Khashayar Rajabimoghadam; Isaac Garcia-Bosch
Journal: Chem Rev Date: 2019-01-30 Impact factor: 60.622

4. Merging Photochemistry with Electrochemistry: Functional-Group Tolerant Electrochemical Amination of C(sp³ )-H Bonds.

Authors: Fei Wang; Shannon S Stahl
Journal: Angew Chem Int Ed Engl Date: 2019-03-14 Impact factor: 15.336

Review 5. Complementary Strategies for Directed C(sp³ )-H Functionalization: A Comparison of Transition-Metal-Catalyzed Activation, Hydrogen Atom Transfer, and Carbene/Nitrene Transfer.

Authors: John C K Chu; Tomislav Rovis
Journal: Angew Chem Int Ed Engl Date: 2017-12-05 Impact factor: 15.336

Copper-Catalyzed Bromination of C(sp³ )-H Bonds Distal to Functional Groups.

1. Ketone-catalyzed photochemical C(sp³)-H chlorination.

2. General, Mild, and Selective Method for Desaturation of Aliphatic Amines.

Review 3. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O₂ Model Systems to Organometallic Transformations.

4. Merging Photochemistry with Electrochemistry: Functional-Group Tolerant Electrochemical Amination of C(sp³ )-H Bonds.

Review 5. Complementary Strategies for Directed C(sp³ )-H Functionalization: A Comparison of Transition-Metal-Catalyzed Activation, Hydrogen Atom Transfer, and Carbene/Nitrene Transfer.

6. Sulfamate Esters Guide C(3)-Selective Xanthylation of Alkanes.

7. δ-C-H Mono- and Dihalogenation of Alcohols.

8. Sulfamate Esters Guide Selective Radical-Mediated Chlorination of Aliphatic C-H Bonds.

9. Remote C-H Functionalization via Selective Hydrogen Atom Transfer.

10. A General Approach to Site-Specific, Intramolecular C-H Functionalization Using Dithiocarbamates.

Review 3. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O2 Model Systems to Organometallic Transformations.

Review 5. Complementary Strategies for Directed C(sp3 )-H Functionalization: A Comparison of Transition-Metal-Catalyzed Activation, Hydrogen Atom Transfer, and Carbene/Nitrene Transfer.

Review 3. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O₂ Model Systems to Organometallic Transformations.

Review 5. Complementary Strategies for Directed C(sp³ )-H Functionalization: A Comparison of Transition-Metal-Catalyzed Activation, Hydrogen Atom Transfer, and Carbene/Nitrene Transfer.