The Efficient Synthesis of 2-(3-Carbamoylpyridine-2-yl) nicotinamide Pyridine Salts

2021 ◽  
Vol 18 ◽  
Author(s):  
Lei-Yang Zhang ◽  
Jing-Bo Geng ◽  
Nai-Xing Wang ◽  
Yue-Hua Wu ◽  
Zhan Yan ◽  
...  
Keyword(s):  
Starting Material ◽  
Synthetic Route ◽  
Efficient Synthesis ◽  
Chiral Compound ◽  
Axial Chirality ◽  
Simple Operation ◽  
Chiral Compounds ◽  
Axially Chiral

: The synthesis of axially chiral compounds has attracted a great deal of attention in the recent years. Herein, an efficient and economical synthetic route has been developed for 2-(3-carbamoylpyridin-2-yl) nicotinamide pyridine salts, an axially chiral compound. The starting material 1,10-phenanthroline has been readily available and 2-(3-carbamoylpyridin-2-yl) nicotinamide pyridine salts have been obtained in moderate to good yields. This protocol features simple operation and easy scalability. In addition, the axial chirality of the products has also been preliminary studied.

scholarly journals Conversion of two stereocenters to one or two chiral axes: atroposelective synthesis of 2,3-diarylbenzoindoles

2019 ◽  
Vol 10 (28) ◽  
pp. 6777-6784 ◽  
Author(s):  
Yu-Long Hu ◽  
Zhe Wang ◽  
Hui Yang ◽  
Jie Chen ◽  
Zi-Bo Wu ◽  
...  
Keyword(s):  
Axial Chirality ◽  
Chiral Compounds ◽  
Efficient Access ◽  
Axially Chiral

Central-to-axial chirality conversion provides efficient access to axially chiral compounds, and several examples regarding the conversion of one, two or four stereocenters to one axis have been reported.

Efficient synthesis of 4-amino-2,6-dichloropyridine and its derivatives

2016 ◽  
Vol 22 (5) ◽  
Author(s):  
Congming Ma ◽  
Zuliang Liu ◽  
Qizheng Yao
Keyword(s):  
Starting Material ◽  
Synthetic Route ◽  
Efficient Synthesis ◽  
Important Intermediate

AbstractA facile synthetic route to an important intermediate 4-amino-2,6-dichloropyridine was developed. Oxidation of 2,6-dichloropyridine as a starting material gave pyridine

scholarly journals Asymmetric Synthesis of N-N Axially Chiral Compounds via Organocatalytic Atroposelective N-Acylation

2021 ◽  
Author(s):  
Wei Lin ◽  
Qun Zhao ◽  
Yao Li ◽  
Ming Pan ◽  
Chen Yang ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Acylation Reaction ◽  
Axial Chirality ◽  
Chiral Compounds ◽  
Axially Chiral

Compared with the well-developed C-C and C-N axial chirality, asymmetric synthesis of N-N axial chirality remains elusive and challenging. Herein we report the first atroposelective N-acylation reaction of quinazolinone type benzamides...

Insights into Chiral Sulfide/Selenide-Catalyzed Electrophilic Carbothiolation of Alkynes: Mechanism and Origin of Axial Chirality

2021 ◽  
Author(s):  
Qiao-Yu Zhang ◽  
Shi-Jun Li ◽  
Yang Wang ◽  
Jinshuai Song ◽  
Yu Lan ◽  
...  
Keyword(s):  
Axial Chirality ◽  
Chiral Compounds ◽  
Challenging Issue ◽  
Axially Chiral

Although chiral sulfide/selenide-catalyzed electrophilic carbothiolation reaction to construct axially chiral compounds has achieved a breakthrough, understanding the possible mechanism and origin of stereoselectivity is still a challenging issue in this...

Recent Progress on the Construction of Axial Chirality through Transition-metal-catalyzed Benzannulation

2021 ◽  
Author(s):  
Qian Zhao ◽  
Cheng Peng ◽  
Yu-Ting Wang ◽  
Gu Zhan ◽  
Bo Han
Keyword(s):  
Transition Metal ◽  
Recent Progress ◽  
Axial Chirality ◽  
Chiral Compounds ◽  
Axially Chiral ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

In recent decades, due to the significant utilization and increasing requirements of axially chiral compounds, especially axially chiral biaryls, substantial efforts have been devoted to the synthesis of these compounds....

scholarly journals Copper-Catalyzed Synthesis of Axially Chiral Biaryls with Diaryliodonium Salts as Arylation Reagents

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3223
Author(s):  
Ji-Wei Zhang ◽  
Shao-Hua Xiang ◽  
Shaoyu Li ◽  
Bin Tan
Keyword(s):  
Amino Alcohols ◽  
Sigmatropic Rearrangement ◽  
Synthetic Route ◽  
Mild Conditions ◽  
Good Substrate ◽  
Diaryliodonium Salts ◽  
Axially Chiral

NOBIN and BINAM derivatives harboring biaryl frameworks are recognized as a class of important atropisomers with versatile applications. Here, we present an efficient synthetic route to access such compounds through copper-catalyzed domino arylation of N-arylhydroxylamines or N-arylhydrazines with diaryliodonium salts and [3,3]-sigmatropic rearrangement. This reaction features mild conditions, good substrate compatibility, and excellent efficiency. The practicality of this protocol was further extended by the synthesis of biaryl amino alcohols.

Recent advances and new concepts for the synthesis of axially stereoenriched biaryls

2015 ◽  
Vol 44 (11) ◽  
pp. 3418-3430 ◽  
Author(s):  
J. Wencel-Delord ◽  
A. Panossian ◽  
F. R. Leroux ◽  
F. Colobert
Keyword(s):  
Chiral Compounds ◽  
The Past ◽  
Recent Advances ◽  
New Concepts ◽  
Axially Chiral ◽  
Recent Developments ◽  
Synthetic Routes

Over the past decade the field of the synthesis of axially chiral compounds has been rapidly expanding. Not only key advances have been achieved concerning the already established strategies but also new synthetic routes have been devised. This review showcases the recent developments in this domain.

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