Journal of Organic Chemistry p. 3383 - 3389 (1989)
Update date:2022-08-04
Topics:
Yoshida, Jun-ichi
Nakatani, Shogo
Sakaguchi, Kazuhiko
Isoe, Sachihiko
Formal <2 + 2 + 2> cycloaddition of molecular oxygen, 1,3-diketones, and olefins took place by electrochemical oxidation.A catalytic amount of electricity was sufficient for the reaction, and an electroinitiated radical chain mechanism was proposed.The reaction was also initiated by a radical initiator.The resulting cyclic peroxides reacted with acids and some reducing agents such as ferrous sulfate, thiurea, and copper(I) chloride to give oxygen-oxygen bond cleavage products.
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