Oxidation of C-H bonds to C=O bonds by O2 only or N-oxides and DMSO: synthesis of Δ1-bipyrrolinones and pyrrolino[3,2-b]pyrrolinones from 2,6-diazasemibullvalenes

被引:11
|
作者
Zhang, Shaoguang [1 ]
Zhan, Ming [1 ]
Luo, Qian [1 ]
Zhang, Wen-Xiong [1 ]
Xi, Zhenfeng [1 ,2 ]
机构
[1] Peking Univ, Coll Chem, Beijing Natl Lab Mol Sci, MOE Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China
[2] Chinese Acad Sci, SIOC, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
关键词
MOLECULAR-OXYGEN; SINGLET OXYGEN; AZIRIDINES; DIMETHOXYCARBENE; DERIVATIVES; EFFICIENT; CHEMISTRY; CARBONYL; KETONES;
D O I
10.1039/c3cc43061h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
2,6-Diazasemibullvalenes (NSBVs) readily reacted with oxygen under mild conditions, affording Delta(1)-bipyrrolinones via C-N bond cleavage and C-H bond oxidation. Pyrrolino[3,2-b]pyrrolinone derivatives were efficiently generated when NSBVs were treated with N-oxides in the presence of Lewis acids. Delta(1)-Bipyrrolinones thus obtained could be readily transformed into other heterocycles.
引用
收藏
页码:6146 / 6148
页数:3
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