Pd-Catalyzed Alkyne Insertion/C-H Activation/[4+2] Carboannulation of Alkenes to the Synthesis of Polycyclics

被引:12
|
作者
Guo, Songjin [1 ,2 ]
Li, Panpan [1 ,2 ]
Guan, Zhe [1 ,2 ]
Cai, Libo [1 ,2 ]
Chen, Siwei [1 ,2 ]
Lin, Aijun [1 ,2 ]
Yao, Hequan [1 ,2 ]
机构
[1] China Pharmaceut Univ, Sch Pharm, State Key Lab Nat Med, Nanjing 210009, Jiangsu, Peoples R China
[2] China Pharmaceut Univ, Sch Pharm, Dept Med Chem, Nanjing 210009, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
INTERNAL ALKYNES; ARYL IODIDES; CYCLOCARBOPALLADATION; FUNCTIONALIZATION; CYCLIZATION; REACTIVITY; PATHWAYS;
D O I
10.1021/acs.orglett.8b03884
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An unprecedented Pd-catalyzed alkyne insertion/C-H activation/intramolecular [4 + 2] carboannulation of alkenes has been reported. In this transformation, the C-H activation was triggered by an in situ generated alkenylpalladium species via the Pd-catalyzed cross-coupling reaction of aryl iodides and alkynes. Subsequently, the resulting five-membered C, C-palladacyde intermediates were added across the alkenes, providing a unique approach to access diversified polycyclics in good efficiency. Two new rings and three C-C bonds were formed in one pot.
引用
收藏
页码:921 / 925
页数:5
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