Smooth Isoindolinone Formation from Isopropyl Carbamates via Bischler-Napieralski-Type Cyclization

被引：60

作者：

Adachi, Satoshi ^{[1
]}

Onozuka, Masao ^{[1
]}

Yoshida, Yuko ^{[1
]}

Ide, Mitsuaki ^{[1
]}

Saikawa, Yoko ^{[1
]}

Nakata, Masaya ^{[1
]}

机构：

[1] Keio Univ, Fac Sci & Technol, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 02期

关键词：

STREPTOMYCES-RISHIRIENSIS; HERICENONE-B; LACTONAMYCIN; ALKALOIDS; STAUROSPORINE; MECHANISM;

D O I：

10.1021/ol403142d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Isopropyl carbamates derived from benzylamines provide isoindolinones by treatment with phosphorus pentoxide at room temperature. Utility of this Bischler-Napieralski-type cyclization and a new mechanism involving a carbamoyl cation for rationalization of this smooth conversion are discussed.

引用

页码：358 / 361

页数：4

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