Canadian journal of chemistry

Cyclization of 5-hexenyl radicals from nitroxyl radical additions to 4-pentenylketenes and from the acyloin reaction

H Henry-Riyad, TT Tidwell

文献索引：Henry-Riyad, Huda; Tidwell, Thomas T. Canadian Journal of Chemistry, 2003 , vol. 81, # 6 p. 697 - 704

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被引用次数: 9

摘要

Photochemical Wolff rearrangements were used to form 5-substituted-4-pentenylketenes 1a 1d (RCH= CHCH2XCH2CH= C= O: 1a R= H, X= CH2; 1b R= Ph, X= CH2; 1c R= c-Pr, X= CH2; 1d R= H, X= O), which were observed by IR at 2121, 2120, 2119, and 2126 cm 1, respectively, as relatively long-lived species at room temperature in hydrocarbon solvents. These reacted with the nitroxyl radical tetramethylpiperidinyloxyl (TEMPO, TO⊙) forming ...