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Updated: Jul 14, 2026
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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Synthetic strategies toward non-fused unsaturated 1,3-oxazines: an update
Gleb D Titov1, Alena S Pankova1, Mikhail S Novikov1
1St Petersburg State University, Institute of Chemistry, 7/9 Universitetskaya Emb., Saint Petersburg 199034, Russia. n.rostovskiy@spbu.ru.
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1,3-Oxazines are important six-membered heterocycles demonstrating diverse biological activities and photochromic properties. Most of the known 1,3-oxazines are benzo-fused; however, in recent decades, numerous reports on the synthesis of monocyclic unsaturated 1,3-oxazine derivatives have appeared in the literature. New approaches toward these compounds, including inter- and intramolecular ring expansions, as well as various (5 + 1)-, (4 + 2)-, and (3 + 3)-annulations, have been discovered, opening access to 1,3-oxazines with unique substitution patterns. These methods are based on metal-catalyzed transformations, multicomponent and photoinduced reactions, etc. In this review, we discuss synthetic approaches to non-fused unsaturated 1,3-oxazine derivatives, mainly reported after 2000, with special attention to novel reactions and their mechanistic aspects. Herein, we will spotlight advances in the synthesis of 2H-, 4H-, and 6H-1,3-oxazines, 1,3-oxazinones and 1,3-oxazinediones with carbonyl group(s) at different positions.
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