118617-63-3Relevant academic research and scientific papers
Alkyl sulfinates: Formal nucleophiles for synthesizing TosMIC analogs
Lujan-Montelongo, J. Armando,Estevez, Angel Ojeda,Fleming, Fraser F.
supporting information, 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 0196, (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 CHIRAL SULFONYLMETHYL ISOCYANIDES, AND COMPARISON OF THEIR PROPENSITIES IN ASYMMETRIC INDUCTION REACTIONS WITH ACETOPHENONES
Hundscheid, Frans J. A.,Tandon, Vishnu K.,Rouwette, Pieter H. F. M.,Leusen, Albert M. van
, p. 5073 - 5088 (2007/10/02)
Seven chiral analogues of tosylmethyl isocyanide (TosMIC) were synthesized in order to investigate and compare their ability to achieve asymmetric induction in base mediated reactions with acetophenone and trifluoracetophenone.Acid hydrolysis of the intermediate 2-oxazolines (10 and 11) gave optically active α-hydroxy aldehydes (12 and 13).
