Organophotoredox Catalyzed Stereoselective Nitration of Olefins with tert-Butyl Nitrite under Air

被引：5

作者：

Mandal, Tanumoy ^{[1
]}

Azim, Aznur ^{[1
]}

Das, Sanju ^{[1
]}

De Sarkar, Suman ^{[1
]}

机构：

[1] Indian Inst Sci Educ & Res Kolkata, Dept Chem Sci, Mohanpur 741246, India

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 11卷 / 01期

关键词：

Organocatalysis; Photoredox; Olefin; Nitration; DDQ; LIGHT PHOTOREDOX CATALYSIS; METAL-FREE; REAGENT SYSTEM; EOSIN Y; ADDITIONS; ALKENES; DDQ; 2-NITROGLYCALS; NITROALKANES; AMINATION;

D O I：

10.1002/ajoc.202100601

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient method for the E-selective synthesis of nitroolefins is developed by employing DDQ as the organophotoredox catalyst in combination with tert-BuONO (TBN) as a nitrating agent under visible-light irradiation. This green transition metal-free approach utilizes aerial oxygen as the terminal oxidant and occurs at room temperature. Following the established protocol, 41 different olefines containing broad diversity of substituents were nitrated in good to excellent yields. Mechanistic experiments and photophysical studies revealed the probable mechanism.

引用

页数：5

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