Recent Advances and Applications of tert-Butyl Nitrite (TBN) in Organic Synthesis

2020 ◽  
Vol 17 (1) ◽  
pp. 3-25 ◽  
Author(s):  
Nader Ghaffari Khaligh

This mini-review will present the recent applications of Tert-Butyl Nitrite (TBN) in organic synthesis. Due to its unique structural feature and wide application, TBN holds a prominent and great potential in organic synthesis. The applications of TBN in three areas viz. aerobic oxidation, annulation, and diazotization were reviewed recently; now, the current mini-review will describe the studies carried out to date in areas such as nitration of alkane, alkene, alkyne, and aromatic compounds, nitrosylation and sequential nitrosylation reactions, using TBN as source of oxygen and nitrogen. The mechanisms of these transformations will be briefly described in this mini-review.

Synlett ◽  
2021 ◽  
Author(s):  
Ying-Yeung Yeung ◽  
Jonathan Wong

AbstractOrganobromine compounds are extremely useful in organic synthesis. In this perspective, a focused discussion on some recent advancements in C–Br bond-forming reactions is presented.1 Introduction2 Selected Recent Advances2.1 Catalytic Asymmetric Bromopolycyclization of Olefinic Substrates2.2 Catalytic Asymmetric Intermolecular Bromination2.3 Some New Catalysts and Reagents for Bromination2.4 Catalytic Site-Selective Bromination of Aromatic Compounds2.5 sp3 C–H Bromination via Atom Transfer/Cross-Coupling3 Outlook


Synthesis ◽  
2017 ◽  
Vol 50 (04) ◽  
pp. 711-722 ◽  
Author(s):  
Xiaodong Jia ◽  
Pengfei Li

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 Introduction2 Reactions Involving TBN2.1 Nitrosation2.2 Oximation2.3 Diazotization2.4 Nitration2.5 Oxidation2.6 Other Reactions3 Conclusion and Perspective


2012 ◽  
Vol 1 (3) ◽  
pp. 155-163 ◽  
Author(s):  
Maya Shankar Singh

2020 ◽  
Vol 09 ◽  
Author(s):  
C M A Afsina ◽  
Mohan Neetha ◽  
Thaipparambil Aneeja ◽  
Gopinathan Anilkumar

: Furan and its derivatives find wide-spread application as pharmaceuticals, pigments, dyes, brighteners, flavour & fragrance compounds and insecticides. They also exhibit anti-hyperglycemic, analgesic, anti-inflammatory, antibacterial, anti-fungal and anti-tumour activities. Silver catalysts are nowadays commonly used in organic synthesis due to the high oxidation potential and versatile nature of silver complexes. In this review, we summarise the recent advances in the synthesis and applications of furan moiety using silver catalysis and covers literature from 2015-2020.


Synlett ◽  
2020 ◽  
Author(s):  
Margaret R Jones ◽  
Nathan D. Schley

The field of catalytic C-H borylation has grown considerably since its founding, providing a means for the preparation of synthetically versatile organoborane products. While sp2 C-H borylation methods have found widespread and practical use in organic synthesis, the analogous sp3 C-H borylation reaction remains challenging and has seen limited application. Existing catalysts are often hindered by incomplete consumption of the diboron reagent, poor functional group tolerance, harsh reaction conditions, and the need for excess or neat substrate. These challenges acutely affect C-H borylation chemistry of unactivated hydrocarbon substrates, which has lagged in comparison to methods for the C-H borylation of activated compounds. Herein we discuss recent advances in sp3 C-H borylation of undirected substrates in the context of two particular challenges: (1) utilization of the diboron reagent and (2) the need for excess or neat substrate. Our recent work on the application of dipyridylarylmethane ligands in sp3 C-H borylation has allowed us to make contributions in this space and has presented an additional ligand scaffold to supplement traditional phenanthroline ligands.


2021 ◽  
Vol 19 (15) ◽  
pp. 3274-3286
Author(s):  
Haseeb Mughal ◽  
Michal Szostak

Azetidines represent one of the most important four-membered heterocycles in organic synthesis. We provide an overview of the synthesis, reactivity and application of azetidines with a focus on the most recent advances, trends and future directions.


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