Rhodium(II)-Catalyzed and Thermally Induced Intramolecular Migration of N-Sulfonyl-1,2,3-triazoles: New Approaches to 1,2-Dihydroisoquinolines and 1-Indanones

被引：39
|
作者：
Sun, Run [1 ,2 ]
Jiang, Yu [1 ,2 ]
Tang, Xiang-Ying [3 ]
Shi, Min [1 ,2 ,3 ]
机构：
[1] E China Univ Sci & Technol, Key Lab Adv Mat, Meilong Rd 130, Shanghai 200237, Peoples R China
[2] E China Univ Sci & Technol, Inst Fine Chem, Meilong Rd 130, Shanghai 200237, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2016年 / 22卷 / 16期
基金：
中国国家自然科学基金;
关键词：
carbenes; heterocycles; rearrangement; rhodium; triazoles; ONE-POT SYNTHESIS; TANDEM NUCLEOPHILIC-ADDITION; N-SULFONYL 1,2,3-TRIAZOLES; FRIEDEL-CRAFTS REACTION; TERMINAL ALKYNES; AZAVINYL CARBENES; STEREOCONTROLLED SYNTHESIS; 3-COMPONENT REACTION; EFFICIENT SYNTHESIS; FACILE SYNTHESIS;
D O I：
10.1002/chem.201504914
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
New rhodium(II)-catalyzed or thermally induced intramolecular alkoxy group migration of N-sulfonyl-1,2,3-triazoles has been developed, affording divergent synthesis of 1,2-dihydroisoquinoline and 1-indanone derivatives according to different conditions. N-Sulfonyl keteneimine is the key intermediate for the synthesis of dihydroisoquinoline, whereas the aza-vinyl carbene intermediate results in the formation of 1-indanone.
引用
收藏
页码：5727 / 5733
页数：7
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