Divergent Reaction Pathways of β-Chlorovinyl Ketones: Microwave-Assisted Thermal Nazarov Cyclization versus Cycloisomerization via Soft Vinyl Enolization

초록

Divergent reaction pathways of β-chlorovinyl ketones have been established to provide stereodefined alkylidenecyclopent-2-enones and 2-alkenylfuran derivatives. The switch of the reaction pathways was made possible by the microwave-assisted thermal Nazarov cyclization reaction of β-chlorovinyl ketones, whereas the soft α-vinyl enolization of β-chlorovinyl ketones allowed the generation of allenyl ketone intermediates that in turn smoothly underwent cycloisomerization to the 2-alkenyl furan derivatives in good to excellent yields.

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