Intramolecular photocycloaddition of cyclic thioimides as a method for heterocyclic synthesis.
Cyclic thioimides undergo photocycloaddition with tethered pi-bonds in a regiospecific manner to afford spirocyclic amidothietanes. These highly strained multicycles undergo a subsequent ring opening reaction to furnish novel fused pyrrolizinones.
Padwa
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Department of Chemistry, Emory University, Atlanta, Georgia 30322, USA. chemap@emory.edu
Jacquez
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Schmidt
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D003500:Cyclization; D007202:Indicators and Reagents; D010777:Photochemistry; D013854:Thioamides / Q000138:chemical synthesis*
D007202:Indicators and Reagents; D013854:Thioamides