The [2+2] photocycloaddition of allenes 15-18, 23 and 26 was studied. Irradiation of a solution of these substrates in acetonitrile at 300 nm resulted in the clean conversion of the starting materials into a mixture of photoproducts. The major product in all cases was a bicyclic pyrrole or furan fused to an eight membered ring (43-70 % yield). The formation of these products is thought to be a result of a heteroatom-induced fragmentation of the straight adduct (7). This is supported by irradiation of the carbon analogue 32 which al-
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