Removal and modification of directing groups used in metal-catalyzed C–H functionalization: the magical step of conversion into ‘conventional’ functional groups

Author(s):  
Renato L. Carvalho ◽  
Renata G. Almeida ◽  
Karunanidhi Murali ◽  
Luana A. Machado ◽  
Leandro F. Pedrosa ◽  
...  

This feature review is focused on recent approaches for removing versatile directing groups.

2017 ◽  
Vol 2017 ◽  
pp. 1-15 ◽  
Author(s):  
Joseph C. Sloop

Heterocyclic molecules incorporating fluorinated isoquinoline components are found in many medicinally and agriculturally important bioactive products as well as industrially impactful materials. Within the past decade, a variety of isoquinolinic ring assembly techniques has enabled the introduction of diverse fluorine-containing functionalities which can enhance potential bioactivity and industrial utility. This review examines recent noncatalyzed and transition metal catalyzed synthetic approaches to the assembly of isoquinoline derivatives that are ring-fluorinated and/or result in the incorporation of fluorine-containing functional groups. Specifically, efficient synthetic methods and regioselectivity in the incorporation of functional groups into isoquinoline ring systems are examined.


2020 ◽  
Vol 405 ◽  
pp. 213110 ◽  
Author(s):  
Mrinal Bhunia ◽  
P Sreejyothi ◽  
Swadhin K. Mandal

2016 ◽  
Vol 52 (84) ◽  
pp. 12398-12414 ◽  
Author(s):  
Aniruddha Dey ◽  
Soham Maity ◽  
Debabrata Maiti

This article highlights the various protocols developed till date for selective installation of suitable functional groups at the para-position of arenes.


2009 ◽  
Vol 81 (7) ◽  
pp. 1265-1277 ◽  
Author(s):  
Valeria Conte ◽  
Francesca Fabbianesi ◽  
Barbara Floris ◽  
Pierluca Galloni ◽  
Daniela Sordi ◽  
...  

The application of vanadium(V) catalysts in selective oxidation with peroxides offers an efficient procedure that is compatible with different functional groups and leads to good yields and selectivities. However, the search for more efficient and sustainable procedures that employ H2O2 as oxidant remains an important topic. In the last few years, striking results have been obtained by applying microwave (MW) activation in metal-catalyzed reactions carried out in ionic liquids (ILs). In the present study, results achieved with vanadium-based catalysts in oxidations of various substrates with H2O2 are presented; in particular, epoxidation of alkenes and sulfoxidation of thioethers have been investigated. Notably, in the latter oxidation, a significant improvement in the rate of reaction and an increase in selectivity have been observed in the case of hydrophobic ILs in combination with MW activation.


2020 ◽  
Vol 7 (18) ◽  
pp. 2628-2633
Author(s):  
Zhenhua Liu ◽  
Lianxiao Wang ◽  
Tian Yu ◽  
Yanan Sun ◽  
Huimin Chen ◽  
...  

A novel metal-catalyzed cascade reaction of stable low-molecular-weight vinyl azide surrogate with S-/O-nucleophiles and alkynes was disclosed in a general fashion, thus providing mild and efficient access to various N-vinyl-1,2,3-triazoles bearing new functional groups.


Synthesis ◽  
2017 ◽  
Vol 49 (11) ◽  
pp. 2351-2360 ◽  
Author(s):  
Shinichiro Fuse ◽  
Taiki Morita ◽  
Hiroyuki Nakamura

Functionalized isoxazoles are important as pharmaceuticals and agrochemicals. Generally, electrophilic aromatic substitution or generation of carbanions/electrophilic trapping approach is used to introduce functional groups into unsubstituted heteroaromatics. However, these approaches have not been simple to apply to unsubstituted isoxazoles due to their poor nucleophilicity and instability under basic conditions. Recently several approaches have been reported to overcome these problems. This review summarizes the functionalization of isoxazoles, including SEAr reactions and C–H direct arylations, towards the step-by-step multifunctionalization of isoxazoles.1 Introduction2 SEAr Reaction of Isoxazoles3 Preparation of Isoxazolyl Anions and Their Use for the Synthesis of Functionalized Isoxazoles4 Other C–C and C–N Bond Formations of Isoxazoles5 Transition-Metal-Catalyzed C–H Direct Functionalization of Isoxazoles6 Step-by-Step Multifunctionalization of Isoxazoles7 Summary and Outlook


Synthesis ◽  
2021 ◽  
Author(s):  
Guodong Ju ◽  
Guangliang Tu ◽  
Yingsheng Zhao

Fluorine is well-known as a very special element. Approximately 30% of agrochemicals and 20% of all drugs contain fluorine; most of those compounds have unique functions in biochemistry, pharmacy, and bioscience and those containing difluoromethyl functional groups often have irreplaceable roles. Therefore, the selective introduction of difluoromethylated functional groups into various aromatic substrates has significant practical application. This review describes recent advances in selective difluoroalkylation of aromatic substrates by using different catalytic strategies (cyclometalated ruthenium complex, transient regulating and visible-light-induced strategies).


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