79357-08-7Relevant articles and documents
Alkyl sulfinates: Formal nucleophiles for synthesizing TosMIC analogs
Lujan-Montelongo, J. Armando,Estevez, Angel Ojeda,Fleming, Fraser F.
, p. 1602 - 1605 (2015/03/04)
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.
COMPOSITION, SYNTHESIS, AND USE OF NEW ARYLSULFONYL ISONITRILES
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Paragraph 0215, (2015/09/23)
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.
Synthesis of (+)-(Neomenthylsulfonyl)methyl Isocyanide. Synthesis and Absolute Configuration of (R)-(+)-2-Methylcyclobutanone and (S)-(-)-2-Methylcyclobutanone
Leusen, Daan van,Rouwette, Pieter H. F. M.,Leusen, Albert M. van
, p. 5159 - 5163 (2007/10/02)
Menthol is used for the synthesis of optically pure (+)-(neomenthylsulfonyl)methyl isocyanide (NeSMIC, 8), which is the first chiral sulfonylmethyl isocyanide reported.This NeSMIC is applied to a two-step synthesis of (R)-(+)-2-methylcyclobutanone (12), as well as its enantiomer (11), neither of which have been reported previously.The absolute configurations of 11 and 12 are determined by the octant rule and by an independent chiral synthesis.
