170799-39-0Relevant academic research and scientific papers
New synthesis of carboxin and oxycarboxin pesticides: application to the preparation of their new analogues substituted at the C-2 methyl group
Caputo, Romualdo,Ferreri, Carla,Guaragna, Annalisa,Palumbo, Giovanni,Pedatella, Silvana
, p. 1971 - 1974 (2007/10/02)
A new synthesis of carboxin 1a and its 4,4-dioxide derivative, oxycarboxin 2a, has been devised via N-bromosuccinimide-promoted oxidative rearrangement of acetoacetanilide 1,3-oxathiolane 3.The replacement of N-bromosuccinimide with molecular bromine leads to the formation, from compound 3, of a C-2 bromomethylcarboxin derivative 1b.The latter is conveniently exploited to prepare a new class of carboxins and oxycarboxins (after oxidation of the sulfur) substituted at the C-2 methyl, by replacement of the bromine atom with various nucleophiles.
