Preparation of 2H??Benzoxetes by Photoinduced [2+ 2] Cycloaddition of Quinone Methides, Accessible by Dimethyldioxirane (DMD) Oxidation of 2, 3?? …

W Adam, M Sauter, C Zünkler

Index: Adam, Waldemar; Sauter, Markus; Zuenkler, Corinna Chemische Berichte, 1994 , vol. 127, # 6 p. 1115 - 1118

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Citation Number: 13

Abstract

Abstract Irradiation (λ> 366 nm) of the quinone methides 3, which were formed by valence isomerization of the methyl-, chloro-, and tert-butyl-substituted 2, 3-dimethylbenzofuran epoxides 2, afforded the novel 2H-benzoxetes 4 by photochemical [2+ 2] cycloaddition. These strained and highly labile benzoxetes 4 were spectrally (1 H and 13 C NMR) characterized at subambient temperatures. On prolonged storage (2–3 d) at–20 to–10 C, ...