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

页码：5727 / 5733

页数：7

共 135 条

[1] Recent Highlights in Ketenimine Chemistry [J].