KOtBu-Catalyzed Synthesis of Isoindole Derivatives from N-Benzyl Amides Bearing an Ortho Alkynyl Group via 1,2-Acyl Shift

被引:0
作者
Shimazumi, Ryoma [1 ]
Morimoto, Moe [1 ]
Tobisu, Mamoru [1 ,2 ]
机构
[1] Osaka Univ, Grad Sch Engn, Dept Appl Chem, Osaka 5650871, Japan
[2] Osaka Univ, Inst Open & Transdisciplinary Res Initiat ICS OTRI, Innovat Catalysis Sci Div, Osaka 5650871, Japan
关键词
CYCLIZATION; CHEMISTRY;
D O I
10.1021/acs.orglett.4c02055
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this study, we present the catalytic conversion of benzylamides featuring an ortho alkynyl moiety into 1-acylisoindole derivatives via a 1,2-acyl shift. Remarkably, this transformation proceeds without the need for transition-metal catalysts; instead, (KOBu)-Bu-t alone serves as the catalyst. This method enables the efficient synthesis of isoindoles from easily accessible amides with an atom economy of 100%.
引用
收藏
页码:5587 / 5591
页数:5
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