Nickel-Catalyzed ?-Alkylation of Arylacetonitriles with Challenging Alcohols br

被引:9
|
作者
Saha, Ratnakar [1 ]
Panda, Surajit [1 ]
Nanda, Amareshwar [1 ]
Bagh, Bidraha [1 ]
机构
[1] OCC Homi Bhabha Natl Inst, Natl Inst Sci Educ & Res NISER, Sch Chem Sci, Bhubaneswar 752050, Odisha, India
来源
JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 89卷 / 10期
关键词
METAL-LIGAND COOPERATION; DIRECT N-ALKYLATION; ALPHA-ALKYLATION; TRANSITION-METAL; SECONDARY ALCOHOLS; MOLECULAR CATALYSTS; RUTHENIUM COMPLEXES; HYDROGEN-TRANSFER; C-ALKYLATION; NITRILES;
D O I
10.1021/acs.joc.2c02026
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Nickel(II) complex 1 was utilized as a sustainable catalyst for alpha-alkylation of arylacetonitriles with challenging secondary alcohols. Arylacetonitriles with a wide range of functional groups were tolerated, and various cyclic and acyclic secondary alcohols were utilized to yield a large number of alpha- alkylated products. The plausible mechanism involves the base promoted activation of precatalyst 1 to an active catalyst 2 (dehydrochlorinated product) which activates the O-H and C-H bonds of the secondary alcohol in a dehydrogenative pathway.
引用
收藏
页码:6664 / 6676
页数:13
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