I2 catalyzed tandem protocol for synthesis of quinoxalines via sp3, sp2 and sp C-H functionalization

被引:65
|
作者
Vadagaonkar, Kamlesh S. [1 ]
Kalmode, Hanuman P. [1 ]
Murugan, Kaliyappan [2 ]
Chaskar, Atul C. [1 ,3 ]
机构
[1] Inst Chem Technol, Dept Dyestuff Technol, Bombay 400019, Maharashtra, India
[2] Natl Taiwan Univ, Taipei 10617, Taiwan
[3] Univ Mumbai, Natl Ctr Nanosci & Nanotechnol, Mumbai 400098, Maharashtra, India
来源
RSC ADVANCES | 2015年 / 5卷 / 08期
关键词
ONE-POT SYNTHESIS; ALPHA-HYDROXY KETONES; SOLID-PHASE SYNTHESIS; O-PHENYLENEDIAMINES; OXIDATION PROCESSES; BIOLOGICAL-ACTIVITY; EFFICIENT CATALYST; AEROBIC OXIDATION; HIGHLY EFFICIENT; DERIVATIVES;
D O I
10.1039/c4ra08589b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
One-pot, atom-economic synthesis of quinoxalines has been achieved through generation of arylglyoxal from easily available ethylarenes, ethylenearenes and ethynearenes, and subsequent condensation with o-phenylenediamines. Catalytic I-2 with TBHP as an oxidant in DMSO is the system of choice for this domino reaction involving C-H functionalization/oxidative cyclization. This metal-free, mechanistically distinct and functional group tolerant tandem approach could be a powerful complement to traditional approaches for the synthesis of quinoxalines.
引用
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页码:5580 / 5590
页数:11
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