Copper-Catalyzed Oxidative Cyclization of Alkynes with Sulfonylhydrazides Leading to 2-Sulfonated 9H-pyrrolo[1,2-a]indol-9-ones

被引:50
|
作者
Zhu, Xin-Yu [1 ]
Li, Ming [1 ]
Han, Ya-Ping [1 ]
Chen, Si [1 ]
Li, Xue-Song [1 ]
Liang, Yong -Min [1 ]
机构
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 16期
基金
美国国家科学基金会;
关键词
TERT-BUTYL HYDROPEROXIDE; SULFONYL HYDRAZIDES; BIOLOGICAL EVALUATION; RADICAL CYCLIZATION; TERMINAL ALKYNES; PHENYL SULFONES; VINYL SULFONES; ACIDS; FUNCTIONALIZATION; HALOSULFONYLATION;
D O I
10.1021/acs.joc.7b01497
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A copper-catalyzed oxidative cyclization procedure has been developed for the production of 2-sulfonated 9H-pyrrolo[1,2-a]indol-9-ones via the direct sulfonylation of N-propargyl-substituted indoles with sulfonylhydrazides and tert-butyl hydroperoxide (TBHP). This novel protocol, which tolerates a broad range of functional groups, offers a simple, efficient, and atom-economical route to a series of fluorazones in good yields under mild conditions.
引用
收藏
页码:8761 / 8768
页数:8
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