172533-96-9Relevant articles and documents
USE OF THE KOCH-HAAF REACTION IN A NEW SYNTHESIS OF GEMFIBROZIL
Glushkov, R. G.,L'vov, A. I.,Sizova, O. S.,Davydova, N. K.,Balashova, I. A.,et al.
, p. 66 - 69 (1995)
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Decarboxylative N-Alkylation of Azoles through Visible-Light-Mediated Organophotoredox Catalysis
Kobayashi, Rino,Shibutani, Shotaro,Nagao, Kazunori,Ikeda, Zenichi,Wang, Junsi,Ibá?ez, Ignacio,Reynolds, Matthew,Sasaki, Yusuke,Ohmiya, Hirohisa
supporting information, p. 5415 - 5419 (2021/07/19)
An organophotoredox-catalyzed decarboxylative cross-coupling between azole nucleophiles and aliphatic carboxylic acid-derived redox-active esters is demonstrated. This protocol efficiently installs various tertiary or secondary alkyl fragments onto the nitrogen atom of azole nucleophiles under mild and transition-metal-free conditions. The pyridinium additive successfully inhibits the formation of elimination byproducts from the carbocation intermediate. This reaction is applicable to the synthesis of a protein-degrader-like molecule containing an azole and a thalidomide.
Decarboxylative Olefination of Activated Aliphatic Acids Enabled by Dual Organophotoredox/Copper Catalysis
Tlahuext-Aca, Adrian,Candish, Lisa,Garza-Sanchez, R. Aleyda,Glorius, Frank
, p. 1715 - 1719 (2018/03/13)
Herein, we demonstrate a dual organophotoredox/copper catalytic strategy toward challenging decarboxylative olefination processes proceeding in high yields and selectivities. This operationally simple method uses photoactive organic molecules and Cu(II)-complexes as catalysts to provide rapid access to a wide variety of olefins from inexpensive synthetic and biomass-derived carboxylic acids under mild light-mediated conditions. Mechanistic investigations suggest that the reaction rate for this process is controlled solely by the incident photon flux.
