C(sp3)-C(sp3) Coupling of Cycloalkanes and Alkyl Halides via Dual Photocatalytic Hydrogen Atom Transfer and Nickel Catalysis

被引:2
|
作者
Pilli, Ramadevi [1 ]
Selvam, Keerthika [1 ]
Balamurugan, Bala S. S. [1 ]
Jose, Vidya [1 ]
Rasappan, Ramesh [1 ]
机构
[1] Indian Inst Sci Educ & Res Thiruvananthapuram, Sch Chem, Thiruvananthapuram 695551, Kerala, India
关键词
NATURAL-PRODUCTS; ACTIVATION; ESTERS; BONDS;
D O I
10.1021/acs.orglett.4c00567
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Functionalization of C(sp(3))-H bonds represents the most straightforward and atom-economical transformation in organic synthesis. An innovative approach integrating photocatalytic hydrogen atom transfer (HAT) and transition metal catalysis has made significant progress in the coupling of alpha-heterosubstituted C-H bonds with alkyl halides. However, unactivated alkanes were ineffective as a result of the preponderance of byproduct formation. Herein, we demonstrate direct HAT and nickel catalysis in the coupling of cycloalkanes and benzyl bromides/primary alkyl iodides. Additionally, tetrabutylammonium decatungstate (TBADT) was recovered and recycled.
引用
收藏
页码:2993 / 2998
页数:6
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