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

页码：6645 / 6649

页数：5

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