Regioselective synthesis of 3,4,5-trisubstituted 2-aminofurans

被引:15
作者
Thi Ngoc Tram Huynh [1 ,2 ]
Retailleau, Pascal [3 ]
Denhez, Clement [1 ]
Kim Phi Phung Nguyen [2 ]
Guillaume, Dom [1 ]
机构
[1] Univ Reims, UFR Pharm, CNRS, ICMR,UMR7312, F-51096 Reims, France
[2] Natl Univ Ho Chi Minh City, Univ Sci, Dept Organ Chem, Ho Chi Minh City 748355, Vietnam
[3] CNRS, Inst Chim Subst Nat, UPR2301, F-91190 Gif Sur Yvette, France
关键词
ONE-POT SYNTHESIS; POLYSUBSTITUTED FURANS; 3-COMPONENT SYNTHESIS; DERIVATIVES; CONSTRUCTION; ISOCYANIDES; CYCLIZATION; MOLECULES; ALDEHYDES; SYSTEMS;
D O I
10.1039/c4ob01037j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Three series of methyl 5-substituted 2-aminofuran-4-keto-3-carboxylates have been prepared following a multicomponent reaction strategy by the addition of an isocyanide to 4-oxo-2-butynoate in the presence of an aldehyde. The cycloaddition regioselectivity is generally high (>95%) but decreases when an electron-rich substituent is located at the butynoate 4-position.
引用
收藏
页码:5098 / 5101
页数:4
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