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US 9,315,468 B2Granted
Methods including latent 1,3-dipole-functional compounds and materials prepared thereby
AssigneeUniversity of Georgia Research Foundation, Inc.
InventorsGeert-Jan Boons, Frederic Friscourt, Petr A. Ledin, Ngalle Eric Mbua
Life of this patent
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Abstract
Methods that include latent 1,3-dipole-functional compounds are disclosed herein. The latent 1,3-dipole-functional compound (e.g., an oxime) can be used to form an active 1,3-dipole-functional compound (e.g., a nitrile oxide) that can be used to react with a cyclic alkyne in a dipolar cycloaddition reaction.
Claims25
A method of preparing a heterocyclic compound, the method comprising:
- providing at least one latent 1,3-dipole-functional compound comprising i) an oxime or ii) an imidoyl chloride;
- converting the at least one latent 1,3-dipole-functional compound into at least one active 1,3-dipole functional compound in the presence of at least one cyclic alkyne, wherein the at least one active 1,3-dipole functional compound comprises a nitrile oxide;
- contacting the at least one active 1,3-dipole functional compound with the at least one cyclic alkyne;
- and
- allowing the at least one active 1,3-dipole-functional compound and the at least one cyclic alkyne to react under conditions effective for a cycloaddition reaction to form the heterocyclic compound.
2 more elements
A method of preparing compounds having one or more heterocyclic groups, the method comprising:
- combining components comprising a first component having a first 1,3-dipole-functional group, a second component having a latent 1,3-dipole-functional group comprising i) an oxime or ii) an imidoyl chloride that can be converted into a second active 1,3-dipole functional group that is different than the first 1,3-dipole functional group, and a cyclic alkyne;
- allowing the first component having the first 1,3-dipole-functional group to react with the cyclic alkyne under conditions effective for a cycloaddition reaction to form a first heterocyclic group;
- converting the latent 1,3-dipole-functional group of the second component into the second active 1,3-dipole functional group in the presence of the cyclic alkyne, wherein the second active 1,3-dipole functional group is a nitrile oxide;
- and
- allowing the second component having the second active 1,3-dipole-functional group to react with the cyclic alkyne under conditions effective to form a second heterocyclic group.
2 more elements
Dependencies are inferred from the claim text.