Alkyl sulfinates: Formal nucleophiles for synthesizing TosMIC analogs
Alkyl sulfinates function as formal nucleophiles in Mannich-type reactions to give sulfonyl formamides, which are readily dehydrated to the corresponding sulfonylmethyl isonitriles. The efficient, two-step synthesis provides a general route to sulfonylmethyl isonitriles from readily available methyl sulfinates or thiols. Mechanistic analysis reveals that the unusual nucleophlicity of the alkyl sulfinates arises from the in situ release of sulfinic acids.
Lujan-Montelongo, J. Armando,Estevez, Angel Ojeda,Fleming, Fraser F.
supporting information
p. 1602 - 1605
(2015/03/04)
COMPOSITION, SYNTHESIS, AND USE OF NEW ARYLSULFONYL ISONITRILES
This invention relates to novel isonitriles, including arylsulfonyl isonitriles, and methods for their synthesis. The isonitriles include a conjugated ring system. The structure is designed with the flexibility to have multiple substitution patterns. The isonitriles may be used in applications including, but not limited to, pharmaceutical compositions.
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Paragraph 0173
(2015/09/23)
Process for the selective deprotonation and functionalization of 3-substituted benzotrifluorides
3-Substituted benzotrifluorides are selectively deprotonated and functionalized in the 2-position. The selectivity is achieved by equilibrating the mixture of lithiobenzotrifluorides initially formed in the presence of a primary or secondary amine catalys
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(2008/06/13)
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