One-pot multistep mechanochemical synthesis of fluorinated pyrazolones

Autor: Joseph L. Howard, William Nicholson, Yerbol Sagatov, Duncan L. Browne
Jazyk: angličtina
Rok vydání: 2017
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 13, Iss 1, Pp 1950-1956 (2017)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.13.189
Popis: 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.
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