Russian Journal of Organic Chemistry p. 576 - 581 (2020)
Update date:2022-07-29
Topics:
Kostryukov, S. G.
Masterova, Yu. Yu.
Abstract: Tricyclo[4.1.0.02,7]heptane reacted with1-(arenesulfonyl)-2-phenyldiazenes by radical mechanism to givebicyclo[3.1.1]heptane derivatives. Unlike analogous reactions with alkenes, theaddition of diazenes occurs readily without a catalyst and yields mainlyarylazosulfonation products at theC1–C7 bond oftricyclo-[4.1.0.02,7]heptane. The additionproducts are capable of undergoing thermal prototropic isomerization to7-endo-(arenesulfonyl)bicyclo[3.1.1]heptan-6-onephenylhydrazones.
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