Copper-Catalyzed Stereoselective Domino Synthesis of (Z)-3-Methyleneisoindolin-1-one

被引:15
作者
Hazarika, Debojit [1 ]
Phukan, Prodeep [1 ]
机构
[1] Gauhati Univ, Dept Chem, Gauhati 781014, Assam, India
关键词
Alkyne; Cu(DMAP)(4)I]I; 2-Halobenzamide; 3-Methyleneisoindolin-1-one; Propiolic acid; 1ST TOTAL-SYNTHESIS; ONE-POT SYNTHESIS; C-H ACTIVATION; TERMINAL ALKYNES; SUBSTITUTED; 3-METHYLENEISOINDOLIN-1-ONES; HIGHLY REGIO; (Z)-3-ARYL(ALKYL)IDENE ISOINDOLIN-1-ONES; ELECTROPHILIC CYCLIZATION; INHIBITORY-ACTIVITY; DERIVATIVES;
D O I
10.1002/slct.201702875
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Stereoselective synthesis of (Z)-3-methyleneisoindolin-1-one has been achieved via intermolecular coupling of terminal alkynes and 2-halobenzamide using a square pyramidal [Cu(DMAP)(4)I]I complex as catalyst within a short time. This cross coupling reaction features the use of unprotected 2-halobenzamide to achieve excellent yield of corresponding isoindolin-1-ones with free NH group. The catalyst was also found to be equally active for N-substituted 2-halobenzamide, phenyl propiolic acids and silylated alkyne.
引用
收藏
页码:2474 / 2478
页数:5
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