Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 22, Issue 28, Pages 9542-9545Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201601707
Keywords
cycloaddition; diazo compounds; fluorine; heterocycles; microreactors
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A novel continuous-flow approach for the synthesis of fluoroalkyl-substituted diazomethanes has been developed. Utilizing a cheap, self-made microreactor fluoroalkyl-substituted amines were transformed into the corresponding diazomethanes using tert-butyl nitrite and acetic acid as catalyst. These diazomethanes were employed in [2+3] cycloaddition reactions with olefins and alkynes, yielding valuable pyrazolines and pyrazoles in good to excellent yields.
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