The first intrazeolite-photoinduced rearrangement of a five-membered heterocycle is reported. A completely different behavior compared to solution irradiations has been observed. The zeolite's role in directing the photoreaction of 3-phenyl-1,2,4-oxadiazoles toward the formation of the corresponding 1,3,4-oxadiazoles in a ring contraction−ring expansion route is discussed.
PACE A, BUSCEMI S, VIVONA N (2005). Heterocyclic rearrangements in constrained media. A zeolite-directed photorearrangement of 1,2,4-oxadiazoles. JOURNAL OF ORGANIC CHEMISTRY, 70(6), 2322-2324 [10.1021/jo047910+].
Heterocyclic rearrangements in constrained media. A zeolite-directed photorearrangement of 1,2,4-oxadiazoles
PACE, Andrea;BUSCEMI, Silvestre;VIVONA, Nicolo'
2005-01-01
Abstract
The first intrazeolite-photoinduced rearrangement of a five-membered heterocycle is reported. A completely different behavior compared to solution irradiations has been observed. The zeolite's role in directing the photoreaction of 3-phenyl-1,2,4-oxadiazoles toward the formation of the corresponding 1,3,4-oxadiazoles in a ring contraction−ring expansion route is discussed.
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