Palladium-Catalyzed Double-Isocyanide Insertion via Oxidative N-O Cleavage of Acetyl Oximes: Syntheses of 2H-Pyrrol-2-imines

被引：59
|
作者：
Senadi, Gopal Chandru [1 ]
Lu, Ting-Yi [1 ]
Dhandabani, Ganesh Kumar [1 ]
Wang, Jeh-Jeng [1 ,2 ]
机构：
[1] Kaohsiung Med Univ, Dept Med & Appl Chem, 100,Shih Chuan 1st Rd, Kaohsiung 807, Taiwan
[2] Kaohsiung Med Univ Hosp, Dept Med Res, 100,Tzyou Ist Rd, Kaohsiung 807, Taiwan
来源：
ORGANIC LETTERS | 2017年 / 19卷 / 05期
关键词：
DOUBLE ISONITRILE INSERTION; MOLECULAR-STRUCTURE; IN-VITRO; CHEMISTRY; PLATFORM; 1H-PYRROLE-2,3-DIONES; DIOXOPYRROLINES; ISOQUINOLINES; PRODIGIOSIN; COMPLEXES;
D O I：
10.1021/acs.orglett.7b00208
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The palladium-catalyzed reaction of acetyl oximes with isocyanides was developed for the synthesis of 2H-pyrrol-2-imines. The key steps were (i) generation of an enamido-palladium(II) species, (ii) migratory double-isocyanide insertion, and (iii) cyclization. The scope of the synthesis of some 2H-pyrrol-2-imines was extended to the synthesis IHpyrrole-2,3-dione/1H-benzo[g]indole-2,3-dione derivatives via acid hydrolysis in a sequential one-pot manner.
引用
收藏
页码：1172 / 1175
页数：4
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