Formal (2 + 2 + 2) cycloaddition of molecular oxygen, 1,3-diketone, and olefin. Synthesis and reactions of cyclic peroxides

Journal Article · Fri Jul 07 00:00:00 EDT 1989 · Journal of Organic Chemistry; (USA)

DOI:https://doi.org/10.1021/jo00275a025· OSTI ID:7196885

Yoshida, Junichi; Nakatani, Shogo; Sakaguchi, Kazuhiko; Isoe, Sachihiko ^[1]

---

1. Osaka City Univ. (Japan)

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, thiourea, and copper(I) chloride to give oxygen-oxygen bond cleavage products.

• OSTI ID: 7196885
• Journal Information: Journal of Organic Chemistry; (USA), Journal Name: Journal of Organic Chemistry; (USA) Vol. 54:14; ISSN 0022-3263; ISSN JOCEA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
CHEMICAL REACTIONS
CHEMISTRY
DATA
DATA ANALYSIS
ELECTROCHEMISTRY
ELEMENTS
EXPERIMENTAL DATA
INFORMATION
MEASURING INSTRUMENTS
MEASURING METHODS
NONMETALS
NUMERICAL DATA
OXIDATION
OXYGEN
OXYGEN COMPOUNDS
PEROXIDES
SYNTHESIS