Ligand-Controlled Nickel-Catalyzed Tandem Isomerization/Regiodivergent Hydroheteroarylation of α-Alkenes with Heteroarenes

被引:5
作者
Imran, Sajid [1 ]
Jin, Wen-Hui [1 ]
Li, Rui-Peng [1 ]
Ismaeel, Nadia [1 ]
Sun, Hong-Mei [1 ]
机构
[1] Soochow Univ, Coll Chem & Chem Engn, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
REGIOSELECTIVE HYDROHETEROARYLATION; ISOMERIZATION; ACTIVATION;
D O I
10.1021/acs.orglett.2c03689
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We herein describe an accessible ligand-controlled nickel-catalyzed tandem isomerization/regiodivergent hydroheteroarylation of alpha-alkenes with a series of heteroarenes, wherein the NHC ligand of heteroleptic Ni(II) complexes of the type Ni(NHC)[P(OEt)(3)]Br-2 displayed significant effects on regulation. In the presence of (NaOBu)-Bu-t, Ni(IMes)[P(OEt)(3)]Br-2 enables C=C bond isomerization of alpha-alkenes over up to four sp(3) carbon atoms to afford branched products, while Ni(IPr*(OMe))[P(OEt)(3)]Br-2 greatly deactivates alpha-alkene isomerization and favors the formation of linear products.
引用
收藏
页码:8875 / 8879
页数:5
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