Heterocyclic Compounds
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ChemInform Abstract: Cyclization of Imine Radicals Derived from Sulfenylimines: A Simple Access to δ1-Pyrrolines.
First published: September 11, 1990
Abstract
The γ,δ-unsaturated aldehyde (I) reacts with the sulfenamide (II) to give the sulfenylimine (III) which is converted to a mixture of cis-and trans-isomers of Δ1-pyrroline (IV) on treatment with tri-n-butylstannane.
ChemInform Abstract
The γ,δ-unsaturated aldehyde (I) reacts with the sulfenamide (II) to give the sulfenylimine (III) which is converted to a mixture of cis-and trans-isomers of Δ1-pyrroline (IV) on treatment with tri-n-butylstannane. Analogously, the pyrrolines (VI), (VIII), (X), and (XII) are formed. The pyrroline ring formation proceeds via iminyl radicals. (Mechanism).
