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Photocycloaddition of N-4-alkenyl substituted unsaturated imides

✍ Scribed by Kevin I. Booker-Milburn; Nicola J. Costin; Richard F. Dainty; Dhiren Patel; Andrew Sharpe

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
205 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis

UV irradiation of a number of N-alkenyl substituted maleimide and tetrahydrophthalimide derivatives leads to the formation of complex 1azabicyclo[5.3.0]dec-3-enes in excellent yields.

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Intramolecular [3+2] -photocyctoadditions of alkenyl methyl 1,4-naphthalenedicarboxylates, which contain rather remote alkene moieties corresponding to isobutene or a-methylstyrene, proceeded largely depending on the chain lengths to give [3+2]-adducts having nine-to eleven-membered ring systems as