An expedient route to dihydrothiazines, a virtually unknown class of heterocycles.

Béatrice Quiclet-Sire (1) , Samir Z Zard (1)

1 DCSO - Laboratoire de synthèse organique

Upon heating at 180-200 °C in diphenyl ether, S-(4-oximinoalkyl)xanthates with a secondary isopropyl or isobutyl group on the oxygen undergo a Chugaev elimination followed by ring closure onto the oxime to give dihydrothiazines, a virtually unknown class of heterocycles.

Domains: Organic chemistry

Béatrice Quiclet-Sire, Samir Z Zard. An expedient route to dihydrothiazines, a virtually unknown class of heterocycles.. Organic Letters, 2013, 15 (22), pp.5886-5889. ⟨10.1021/ol402973q⟩. ⟨hal-00966613⟩