Composition, synthesis, and use of isonitriles
AssigneeDuquesne University of the Holy Ghost
InventorsFRASER FERGUSON FLEMING, Bhaskar Reddy Pitta
Life of this patent
Estimating the term…
Abstract
The present invention relates to isonitrile compounds, methods of synthesis, and uses in a variety of fields. In one aspect, the present invention includes sulfinyl methyl isonitriles and methods for their preparation. In another aspect, the present invention includes the use of sulfinyl methyl isonitriles to prepare various other isonitrile compounds and derivatives thereof. In yet another aspect, the present invention includes a relatively simple and routine synthesis of sulfinyl methyl isonitrile compounds, other isonitrile compounds and derivatives thereof.
Claims24
-4. (canceled)
A method of preparing a sulfinyl methyl isonitrile of the formula I
- wherein X is selected from the group consisting of hydrogen, substituted and unsubstituted, aliphatic and non-aliphatic, hydrocarbon, branched and un-branched alkyl, alkenyl, alkynyl, cycloalkyl having one or more rings, aryl, heteroaryl, combinations thereof, and derivative thereof,
- comprising:
- treating an isocyanomethane with an organometallic reagent to form a treated isocyanomethane;
- combining the treated isocyanomethane with an alkyl aryl sulfinate to form a mixture, the mixture comprising the sulfinyl methyl isonitrile of the formula I;
- and
- extracting the sulfinyl methyl isonitrile of the formula I from the mixture.
A method of preparing a substituted isonitrile, comprising:
- treating a sulfinyl methyl isonitrile, the sulfinyl group comprising a cyclic or an acyclic group, with an organometallic reagent to remove and replace the sulfinyl group with a first group comprising metal to form a metalated isonitrile;
- and
- treating the metalated isonitrile to remove and replace the first group with a second group to form the substituted isonitrile, the second group selected from the group consisting of substituted and un-substituted, aliphatic and non-aliphatic, hydrocarbons, branched and un-branched alkyl, alkenyl, alkynyl, cycloalkyl having one or more rings, aryl, heteroaryl, carbonyl, olefin, ether, and combinations thereof.
A method of preparing an unsaturated isonitrile, comprising:
- treating an isonitrile with an organometallic reagent and an alkyl aryl sulfinate to form a sulfinyl methyl isonitrile;
- and
- treating the sulfinyl methyl isonitrile to remove a sulfoxide group to form the unsaturated isonitrile.
Dependencies are inferred from the claim text.