tert-Butyl Nitrite (TBN) as a Versatile Reagent in Organic Synthesis

Pengfei Li; Xiaodong Jia

doi:10.1055/s-0036-1589155

Synthesis, Inhaltsverzeichnis

Synthesis 2018; 50(04): 711-722
DOI: 10.1055/s-0036-1589155

short review

tert-Butyl Nitrite (TBN) as a Versatile Reagent in Organic Synthesis

Pengfei Li

^aCollege of Chemistry & Chemical Engineering, Northwest Normal University, Anning East Road 967, Lanzhou, Gansu 730070, P. R. of China

,

Xiaodong Jia*

^aCollege of Chemistry & Chemical Engineering, Northwest Normal University, Anning East Road 967, Lanzhou, Gansu 730070, P. R. of China

^bSchool of Chemistry & Chemical Engineering, Yangzhou University, Siwangting Road 180, Yangzhou, Jiangsu 225002, P. R. of China eMail: 1803546575@qq.com eMail: jiaxd1975@163.com

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Abstract

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Abstract

tert-Butyl nitrite (TBN) is an important metal-free reagent that is widely applied in various organic transformations. Besides its traditional applications in nitrosation and diazotization, its ability to activate molecular oxygen to enable the initiation of radical reactions, including nitration, oximation, oxidation, and so on, has attracted extensively attention in the past decade. This review highlights recent advances in this field to promote further exploration of this versatile compound.

1 Introduction

2 Reactions Involving TBN

2.1 Nitrosation

2.2 Oximation

2.3 Diazotization

2.4 Nitration

2.5 Oxidation

2.6 Other Reactions

3 Conclusion and Perspective

Key words

tert-butyl nitrite - nitrosation - oximation - diazotization - nitration - oxidation

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Referenzen

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