Tetrahedron

Photoinduced molecular rearrangements. The photochemistry of 1, 2, 4-oxadiazoles in the presence of sulphur nucleophiles. Synthesis of 1, 2, 4-thiadiazoles

N Vivona, S Buscemi, S Asta, T Caronna

文献索引：Vivona, Nicolo; Buscemi, Silvestre; Asta, Stefano; Caronna, Tullio Tetrahedron, 1997 , vol. 53, # 37 p. 12629 - 12636

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被引用次数: 32

摘要

The photochemistry of some 1, 2, 4-oxadiazoles in the presence of sulphur nucleophiles has been investigated. Irradiation of the 5-amino-3-phenyl-and 3, 5-diphenyl-1, 2, 4-oxadiazole at γ= 254 nm in methanol in the presence of sodium hydrogen sulphide or thiols gave a photo-induced redox reaction at the ring O N bond, leading to the corresponding N- substituted benzamidines. By contrast, irradiation of the 5-amino-3-phenyl-1, 2, 4- ...