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Fast and Efficient Continuous Flow Method for the Synthesis of Ynones and Pyrazoles
Author(s) -
Kandasamy Mohanraj,
Ganesan Balaji,
Hung MinYuan,
Lin WeiYu
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201900468
Subject(s) - chemistry , acetylide , flow chemistry , functional group , lithium (medication) , combinatorial chemistry , pyrazole , continuous flow , transition metal , coupling (piping) , coupling reaction , organic chemistry , medicinal chemistry , catalysis , biochemical engineering , medicine , mechanical engineering , engineering , endocrinology , polymer
In this study, we developed a convenient and efficient two‐step method for the synthesis of ynones in a flow reactor, through the generation of lithium acetylide and its subsequent reactions with acid chlorides. Using this approach, we obtained the ynones in moderate to good yields at room temperature. Moreover, we transformed the ynones into pyrazole derivatives through coupling with hydrazines. This transition metal‐free process, mild reaction conditions, and broad functional group tolerance are all attractive features in comparison with conventional bench‐top methods.