Rhodium(II)-Catalyzed Intramolecular Cycloisomerizations of Methylenecyclopropanes with N-Sulfonyl 1,2,3-Triazoles

被引：120
|
作者：
Chen, Kai [1 ,2 ]
Zhu, Zi-Zhong [1 ,2 ]
Zhang, Yong-Sheng [3 ]
Tang, Xiang-Ying [3 ]
Shi, Min [1 ,2 ,3 ]
机构：
[1] E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China
[2] E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 26期
基金：
中国国家自然科学基金;
关键词：
carbenes; isomerization; nitrogen heterocycles; rhodium; small ring systems; UNIQUE TETRASUBSTITUTED ALKENE; MGI2-MEDIATED RING EXPANSIONS; RH-CATALYZED TRANSANNULATION; TETHERED ALKYLIDENECYCLOPROPANES; CYCLOBUTANE DERIVATIVES; ANALGESIC ACTIVITY; BICYCLIC HOMOLOGS; TERMINAL ALKYNES; BOND-CLEAVAGE; REACTIVITY;
D O I：
10.1002/anie.201402803
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A novel rhodium(II)-catalyzed tandem cycloisomerization of methylenecyclopropanes (MCPs) with N-sulfonyl 1,2,3-triazoles is disclosed. The reaction produces a series of highly functionalized polycyclic N heterocycles via a rhodium imino carbene intermediate. A distinct feature of this divergent synthesis is that different types of substrates control the reaction pathways. Moreover, several interesting transformations of these products to construct diazabicyclo[3.2.1]octane derivatives are also reported.
引用
收藏
页码：6645 / 6649
页数：5
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