Cu/Ag-Mediated One-Pot Enantioselective Synthesis of Fully Decorated 1,2,3-Triazolo[1,5-a]pyrazines

被引:10
作者
Geng, Zi-Qi [1 ]
Zhao, Chunhui [1 ]
Qian, Hao-Dong [1 ]
Li, Si-Jia [1 ]
Peng, Hao [1 ]
Xu, Hao [1 ]
机构
[1] Cent China Normal Univ, Coll Chem, Int Joint Res Ctr Intelligent Biosensing Technol &, CCNU uOttawa Joint Res Ctr,Key Lab Pesticides & Ch, 152 Luoyu Rd, Wuhan 430079, Peoples R China
基金
中国国家自然科学基金;
关键词
CLICK REACTION; CYCLOADDITION; AZIDE; BENZODIAZEPINE; BINDING; ALKYNES; ACCESS; ESTERS;
D O I
10.1021/acs.orglett.3c01524
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Thesynthesis of chiral triazole-fused pyrazine scaffolds fromreadily available substrates in a step-economical asymmetric catalyticway is highly appealing. We herein report that an efficient Cu/Agrelay catalyzed protocol employing cascade asymmetric propargylicamination, hydroazidation, and [3 + 2] cycloaddition reaction withhigh efficiency to access the target enantioenriched 1,2,3-triazolo[1,5-a]pyrazine has been accomplished by applying a novel N,N,P-ligand. The one-potreaction of three components exhibits high functional group tolerance,excellent enantioselectivities, and a broad substrate scope with readilyavailable starting materials.
引用
收藏
页码:4504 / 4509
页数:6
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