Visible-Light-Induced Regioselective C(sp3)-H Acyloxylation of Aryl-2H-azirines with (Diacetoxy)iodobenzene

被引：41
|
作者：
De, Aramita [1 ]
Santra, Sougata [2 ]
Hajra, Alakananda [1 ]
Zyryanov, Grigory V. [2 ,3 ]
Majee, Adinath [1 ]
机构：
[1] Visva Bharati, Dept Chem, Santini Ketan 731235, W Bengal, India
[2] Ural Fed Univ, Chem Engn Inst, Dept Organ & Biomol Chem, 19 Mira St, Ekaterinburg 620002, Russia
[3] Russian Acad Sci, Ural Div, I Ya Postovskiy Inst Organ Synth, 22 Sofi Kovalevskoy St, Ekaterinburg 620219, Russia
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 18期
基金：
俄罗斯科学基金会;
关键词：
SYNTHETIC APPLICATIONS; PHOTOREDOX CATALYSIS; VINYL AZIDES; OXIDATION; 2H-AZIRINES; FUNCTIONALIZATION; DERIVATIVES; CYCLIZATION; ACTIVATION; ALKYNES;
D O I：
10.1021/acs.joc.9b01625
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A visible-light-promoted regioselective coupling of C(sp(3))-H of aryl-2H-azirine and (diacetoxy)-iodobenzene has been reported. Rose Bengal as an organo-photoredox catalyst has been used in this reaction. The reaction proceeds under aerobic condition at room temperature. A variety of aryl-2H-azirines gives the corresponding acyloxylated azirines under this reaction conditions. The reaction goes through a radical pathway. The protocol is also applicable on gram-scale synthesis.
引用
收藏
页码：11735 / 11740
页数：6
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