Palladium-catalyzed intramolecular rearrangement of vinylidenecyclopropanes through C-C bond activation

被引：5
作者：
Pan, Dong [1 ]
Chen, Gen-Qiang [1 ]
Tang, Xiang-Ying [1 ]
Shi, Min [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
来源：
ORGANIC CHEMISTRY FRONTIERS | 2015年 / 2卷 / 07期
基金：
中国国家自然科学基金;
关键词：
CARBON-CARBON BOND; AMINO-ACID LIGAND; DIRECTING GROUPS; H FUNCTIONALIZATIONS; WEAK-COORDINATION; ORGANIC-MOLECULES; C(SP(2))-H BONDS; CLEAVAGE; CONSTRUCTION; REACTIVITY;
D O I：
10.1039/c5qo00127g
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Vinylidenecyclopropanes bearing sulfonamide can undergo a novel intramolecular rearrangement to give the corresponding functionalized dimethylenecyclopropanes in moderate to good yields in the presence of Pd(OAc)(2) in toluene upon heating through C-C bond activation based on weak coordination of the sulfonamide directing group. The reaction pathway can be changed for phenyl substituted vinylidenecyclopropane, giving another type of dimethylenecyclopropane in methanol in the presence of K2CO3 under reflux.
引用
收藏
页码：792 / 796
页数：5
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