Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5215148 | Tetrahedron | 2015 | 10 Pages |
Abstract
The radical addition of xanthates to Boc-protected azetine gives adducts, which can be reductively dexanthylated to furnish variously substituted azetidines. In the case of α-xanthyl ketones, treatment of the initial adducts with ammonia or primary amines, furnishes 2,4-disubstituted, 2,3,4-trisubstituted, and polycyclic pyrroles having a protected aminomethyl group at position-4. An unusual ring opening was observed in the case of a cyclobutanone precursor. It also proved possible to add an azetidinyl radical to an indole ring. Most of these products would be very difficult to obtain by more conventional routes.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Songzhe Han, Samir Z. Zard,