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  • Easy access to new heterocyclic systems: 1,4-oxazine and substituted 1,4-oxazines.

Easy access to new heterocyclic systems: 1,4-oxazine and substituted 1,4-oxazines.

The Journal of organic chemistry (2007-05-18)
Elise Claveau, Isabelle Gillaizeau, Jérome Blu, Amélie Bruel, Gérard Coudert
ABSTRACT

In the course of our investigations on the synthesis of new nitrogen heterocyclic derivatives, we were interested in the synthesis and study of new 1,4-oxazine rings. To this aim, the desired bisvinylphosphate was prepared from N-Boc morpholine-3,5-dione and was then engaged in palladium-catalyzed reactions (reduction, Suzuki, and Stille cross-coupling reactions). The 1,4-oxazine and its corresponding 3,5-disubstituted derivatives were obtained in fair to good yields and were then functionalized under anionic conditions.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Vinylphosphonic acid, 97%
Sigma-Aldrich
Vinylphosphonic acid, ≥90% (T)