Formation of 1, 2-dioxanes by electron-transfer photooxygenation of 1, 1-disubstituted ethylenes

K Gollnick, A Schnatterer

Index: Gollnick, Klaus; Schnatterer, Albert Tetrahedron Letters, 1984 , vol. 25, # 26 p. 2735 - 2738

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Citation Number: 41

Abstract

Abstract Electron-rich 1, 1-diarylethylenes (1a–e) afford 3, 3, 6, 6-tetraaryl-1, 2-dioxanes (3a– e) in high yields (> 907%) when subjected to electron-transfer photooxygenation in the presence of DCA. Whereas 1, 1-diphenyl-ethylene (1f) and 1, 1-di (p-chlorophenyl) ethylene (1h) yield the 1, 2-dioxanes 3f and 3h at 30% and less than 10%, respectively, there is negligible (if any) 1, 2-dioxane formation with 1, 1-di (m-anisyl) ethylene (1i). 1, 2-Dioxane ...