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Front Cover: Synthesis of Fluoroalkyl Pyrazoles from In‐Situ‐Generated C 2 F 5 CHN 2 and Electron‐Deficient Alkenes (Eur. J. Org. Chem. 33/2016)
Author(s) -
Mykhailiuk Pavel K.,
Ishchenko Aleksandr Yu.,
Stepanenko Viatcheslav,
Cossy Janine
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201670331
Subject(s) - chemistry , front cover , pyrazole , cycloaddition , enamine , cover (algebra) , in situ , ene reaction , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis , mechanical engineering , engineering
The cover picture shows a novel CF 3 CF‐substituted pyrazole developed by Enamine Ltd. (Kiev, Ukraine) and ESPCI (Paris, France) scientists. Key reaction was the [3+2]‐cycloaddition between in‐situ‐generated C 2 F 5 CHN 2 and electron‐deficient alkenes to give C 2 F 5 ‐containing pyrazolines. Subsequent addition of the base DBU (1,8‐diazabicyclo[5.4.0]undec‐7‐ene) to the crude reaction mixtures led to the elimination of HF from the C 2 F 5 ‐pyrazolines to give the target CF 3 CHF‐substituted pyrazoles. This novel generation of fluorinated pyrazoles may soon find wide application in medicinal chemistry and especially in agrochemistry. Details are presented in the Full Paper by P. K. Mykhailiuk on p. 5485 ff .