Continuous-Flow Electrophilic Amination of Arenes and Schmidt Reaction of Carboxylic Acids Utilizing the Superacidic Trimethylsilyl Azide/Triflic Acid Reagent System

2016 ◽  
Vol 81 (19) ◽  
pp. 9372-9380 ◽  
Author(s):  
Yuesu Chen ◽  
Bernhard Gutmann ◽  
C. Oliver Kappe
Keyword(s):  
Carboxylic Acids ◽  
Continuous Flow ◽  
Triflic Acid ◽  
Schmidt Reaction ◽  
Electrophilic Amination ◽  
Trimethylsilyl Azide ◽  
Acid Reagent

Synthesis of O-Aroyl-N,N-dimethylhydroxylamines through Hypervalent Iodine-Mediated Amination of Carboxylic Acids with N,N-Dimethylformamide

Synthesis ◽  
2017 ◽  
Vol 49 (18) ◽  
pp. 4303-4308 ◽  
Author(s):  
Dong Li ◽  
Chuancheng Zhang ◽  
Qiang Yue ◽  
Zhen Xiao ◽  
Xianglan Wang ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Room Temperature ◽  
Functional Group ◽  
Hypervalent Iodine ◽  
Electrophilic Amination ◽  
Mild Conditions

An efficient protocol for the synthesis of O-aroyl-N,N-dimethylhydroxylamines, which are important electrophilic amination reagents, is described. The reaction between carboxylic acids and N,N-dimethylformamide is mediated by hypervalent iodine and occurs under mild conditions at room temperature to give the desired products in good yields. The process shows good functional group compatibility and air and moisture tolerance.

Reagents and synthetic methods. 31. Silylations with N-trimethylsilyl-2-oxazolidinone (TMSO)

1984 ◽  
Vol 62 (2) ◽  
pp. 336-340 ◽  
Author(s):  
Jesús M. Aizpurua ◽  
Claudio Palomo ◽  
Antonio L. Palomo
Keyword(s):  
Carboxylic Acids ◽  
Synthetic Methods ◽  
Triflic Acid ◽  
Points Of View

Silylation of ketones, alcohols, mercaptans, and carboxylic acids with N-trimethylsilyl-2-oxazolidinone (TMSO) and triflic acid as catalyst has been described from synthetic and mechanistic points of view.

Protecting-group-free synthesis of hydroxyesters from amino alcohols

2020 ◽  
Vol 56 (74) ◽  
pp. 10938-10941
Author(s):  
Guillaume Reynard ◽  
Eve-Marline Joseph-Valcin ◽  
Hélène Lebel
Keyword(s):  
Carboxylic Acids ◽  
Continuous Flow ◽  
Amino Alcohols ◽  
Batch Processes ◽  
Protecting Group

The synthesis of hydroxyesters from carboxylic acids and unprotected amino alcohols in both continuous flow and batch processes is reported.

The Schmidt reaction with pyridine carboxylic acids

1969 ◽  
Vol 3 (1) ◽  
pp. 124-124 ◽  
Author(s):  
V. L. Zbarskii ◽  
G. M. Shutov ◽  
V. F. Zhilin ◽  
E. Yu. Orlova
Keyword(s):  
Carboxylic Acids ◽  
Schmidt Reaction ◽  
Pyridine Carboxylic
Sign in / Sign up

Export Citation Format

Share Document