1208129-50-3Relevant academic research and scientific papers
Efficient suzuki and stille reactions for regioselective strategies of incorporation of the 1,3-oxazole heterocycle: Mild desulfonylation for the synthesis of C-4 and C-5 monosubstituted oxazoles
Williams, David R.,Fu, Liangfeng
scheme or table, p. 1641 - 1646 (2010/09/04)
Suzuki and Stille cross-coupling reactions are surveyed for site-selective C-4 and C-5 elaboration of 2-(phenylsulfonyl)-1,3-oxazole derivatives. Conditions for mild reductive desulfonylations provide for direct incorporation of the intact oxazole heteroc
General methodology for the preparation of 2,5-disubstituted-1,3-oxazoles
Williams, David R.,Fu, Liangfeng
supporting information; experimental part, p. 808 - 811 (2010/04/06)
Chemical equation presented Deprotonation of 2-(phenylsulfonyl)-1,3-oxazole (1) readily provides a useful C-5 carbanion that is reactive with a variety of electrophiles. Aldehydes and ketones are useful substrates, and the formation of 5-iodo- and 5-tri-n-butylstannyl oxazoles affords access to cross-coupling reactions. Subsequent nucleophilic displacement of the 2-phenylsulfonyl group provides a general route for the synthesis of 2,5-disubstituted-1,3-oxazoles.
