Journal of Organic Chemistry p. 1842 - 1845 (1989)
Update date:2022-08-02
Topics:
Majchrzak, Michael W.
Bekhazi, Michel
Tse-Sheepy, Irene
Warkentin, John
2-Alkoxy-2,5,5-trialkyl-Δ3-1,3,4-oxadiazolines (2), when photolyzed in solution with 300-nm light, afford the appropriate diazoalkane (3) and ester (4) in high yield.The diazoalkanes undergo intermolecular reaction, giving rise to azines (5), or they can be trapped in situ with 1,3-dipolarophiles to afford cycloadducts (7 or 11), which can in turn be photolyzed to the corresponding cyclopropenes (8) and cyclopropanes (12), respectively.
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(1989)
