So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Chen, Ming; Dong, Guangbin researched the compound: 5,6-Dihydro-2H-pyran-2-one( cas:3393-45-1 ).Reference of 5,6-Dihydro-2H-pyran-2-one.They published the article 《Copper-Catalyzed Desaturation of Lactones, Lactams, and Ketones under pH-Neutral Conditions》 about this compound( cas:3393-45-1 ) in Journal of the American Chemical Society. Keywords: lactone lactam ketone desaturation copper catalyst. We’ll tell you more about this compound (cas:3393-45-1).
A copper-catalyzed desaturation method that is suitable for converting lactones, lactams, and cyclic ketones to their α,β-unsaturated counterparts is reported. The reaction does not require strong base/acid or sulfur/selenium reagents and can be carried out through a simple one-step operation. The protocol uses inexpensive catalysts and reagents and exhibits excellent scalability and functional group tolerance. Notably, tert-Bu alc. is the only stoichiometric byproduct produced, and overoxidn. is not observed The reaction mechanism was studied through control experiments, deuterium labeling, radical clock, ESR, high-resolution mass spectrometry, and kinetic studies. The data obtained are consistent with a reaction pathway involving reversible α-deprotonation by a Cu(II)-OtBu species followed by further oxidation of the resulting Cu enolate.
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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI