Tandem cyclization-[3+3] cycloaddition reactions of 2-alkynylbenzaldoxime: synthesis of fused 1,2-dihydroisoquinolines

被引:68
作者
Ding, Qiuping [1 ,3 ]
Wang, Zhiyong [1 ]
Wu, Jie [1 ,2 ]
机构
[1] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[3] Jiangxi Normal Univ, Analyt Ctr Phys & Chem, Nanchang 330027, Peoples R China
基金
中国国家自然科学基金;
关键词
2-Alkynylbenzaldoxime; Dimethyl cyclopropane-1,1-dicarboxylate; 1,2-Dihydroisoquinoline; Silver triflate; Yetterbium triflate; CROSS-COUPLING REACTIONS; DIVERSITY-ORIENTED SYNTHESIS; ISOQUINOLINE-N-OXIDES; ORGANIC-SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; ELECTROPHILIC CYCLIZATION; ORGANOCATALYTIC ROUTE; NUCLEOPHILIC-ADDITION; DIPOLAR CYCLOADDITION;
D O I
10.1016/j.tetlet.2008.10.121
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Tandem cyclization-[3+3] cycloaddition of 2-alkynylbenzaldoximes with dimethyl cyclopropane-1,1-dicarboxylate co-catalyzed by AgOTf and Yb(OTf)(3) is described, which provides an useful method for the synthesis of tetrahydro-1,2-oxazine fused 1,2-dihydroisoquinolines. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:198 / 200
页数:3
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