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9.3.1.1.2 Variation 2: Photochemical Decomposition in Solution

DOI: 10.1055/sos-SD-009-00041

Tokitoh, N.; Ando, W.Science of Synthesis, (2001962.

As mentioned in Section 9.3.1.1.1, some selenirene derivatives are detected as decomposition products of selenadiazoles under irradiation in low-temperature matrixes or high-temperature pyrolysis. However, photolysis of a permethylated, fused 1,2,3-selenadiazole 6 was found to give the corresponding selenirene intermediate 7, which was successfully trapped by furan, used as the reaction solvent, to provide a selenirane 8 (Scheme 3).[‌4‌,‌5‌] The formation and isolation of selenirane 8 is especially worthy of note as the first example of a stable selenirane derivative and also as the only example of a cycloaddition reaction of a selenirene.

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