One-pot multistep mechanochemical synthesis of fluorinated pyrazolones

Solventless mechanochemical synthesis represents a technique with improved sustainability metrics compared to solvent-based processes. Herein, we describe a methodical process to run one solventless reaction directly into another through multistep mechanochemistry, effectively amplifying the solvent...

Full description

Saved in:
Bibliographic Details
Published inBeilstein journal of organic chemistry Vol. 13; no. 1; pp. 1950 - 1956
Main Authors Howard, Joseph L, Nicholson, William, Sagatov, Yerbol, Browne, Duncan L
Format Journal Article
LanguageEnglish
Published Germany Beilstein-Institut zur Föerderung der Chemischen Wissenschaften 14.09.2017
Beilstein-Institut
Subjects
Acids
Chemistry
fluorination
Full Research Paper
heterocycles
mechanochemistry
multistep
Sodium
solid-state synthesis
Solvents
Studies
fluorination
multistep
solid-state synthesis
mechanochemistry
heterocycles
Online AccessGet full text

Cover

More Information
Summary:Solventless mechanochemical synthesis represents a technique with improved sustainability metrics compared to solvent-based processes. Herein, we describe a methodical process to run one solventless reaction directly into another through multistep mechanochemistry, effectively amplifying the solvent savings. The approach has to consider the solid form of the materials and compatibility of any auxiliary used. This has culminated in the development of a two-step, one-jar protocol for heterocycle formation and subsequent fluorination that has been successfully applied across a range of substrates, resulting in 12 difluorinated pyrazolones in moderate to excellent yields.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1860-5397
2195-951X
1860-5397
DOI:10.3762/bjoc.13.189