[3+2]-Annulations of N-Hydroxy Allenylamines with Nitrosoarenes: One-Pot Synthesis of Substituted Indole Products

被引：37

作者：

Sharma, Pankaj ^{[1
]}

Liu, Rai-Shung ^{[1
]}

机构：

[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu, Taiwan

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 03期

关键词：

ALCOHOL OXIDATION; METAL-FREE; AEROBIC OXIDATIONS; RADICAL-ADDITION; DERIVATIVES; AMINES; FUNCTIONALIZATION; DIOXYGENATION; CYCLIZATION; REDUCTION;

D O I：

10.1021/acs.orglett.5b03447

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the presence of O-2 and an IPrCuCl additive (5 mol %), [3 + 2]-annulation reactions of N-hydroxyaniline with nitrosobenzenes in cold toluene form isoxazolidin-5-ol derivatives. Heating the same reaction mixture with DBU in toluene affords highly functionalized indole products efficiently. This method provides short synthesis of several bioactive molecules including WIN 48098, WIN 53365, and JWH 015.

引用

页码：412 / 415

页数：4

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