Insertion of Nitriles into Zirconocene 1-aza-1,3-diene Complexes: Chemoselective Synthesis of N-H and N-Substituted Pyrroles

被引：30

作者：

Yu, Shasha ^{[1
]}

Xiong, Meijun ^{[1
]}

Xie, Xin ^{[1
]}

Liu, Yuanhong ^{[1
]}

机构：

[1] 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 / 43期

基金：

中国国家自然科学基金;

关键词：

azazirconacycles; cyclization; insertion; nitriles; pyrroles; MEDIATED MULTICOMPONENT REACTIONS; HIGHLY STEREOSELECTIVE-SYNTHESIS; CARBON BOND-CLEAVAGE; COUPLING REACTIONS; CONJUGATED 1,3-BUTADIYNES; TETHERED DIYNES; C BONDS; TITANIUM; DERIVATIVES; ZIRCONIUM;

D O I：

10.1002/anie.201407221

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The direct insertion of nitriles into zirconocene-1-aza-1,3-diene complexes provides an efficient, chemoselective, and controllable synthesis of N-H and N-substituted pyrroles upon acidic aqueous work-up. The outcome of the reaction (that is, the formation of N-H or N-substituted pyrroles) results from the different cyclization patterns, which depend on the relative stability and reactivity of the enamine-imine tautomers formed by hydrolysis of the diazazirconacycles.

引用

页码：11596 / 11599

页数：4

共 64 条

[11]

2-A

[12]

Enders D., 1998, ANGEW CHEM, V110, P1770

[13] THE REACTION OF (BUTADIENE)ZIRCONOCENE AND (BUTADIENE)HAFNOCENE WITH ETHYLENE [J].