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US 10,246,427 B2Granted
Derivatives of 1,2,3-triazolyl cyclohexan-1-ol and its use
AssigneeUniwersytet Jagiellonski
InventorsPrzemyslaw Szafranski, Patryk Kasza, Marek Cegla
Life of this patent
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Abstract
1,2,3-triazolyl cyclohexanol derivatives have been disclosed and their use as ligands accelerating the copper(I)-catalyzed azide-alkyne cycloaddition and the zinc(II)-catalyzed azide-nitrile cycloaddition.
Claims6
The compound of the general formula:
- wherein:
- substituents in the aliphatic ring are in cis- or trans-relative configuration, and
- R1 is one of the following substituents:
- —H, ═O, —OH, —OCH3, —NH2, —N(CH3)2, —NHCH3 —SH, or —SCH3
- R2 is one of the following substituents:
- —H, ═O, —OH, —OCH3, —NH2, —N(CH3)2, —NHCH3 —SH, or —SCH3
- n is an integer from 0 to 3
- R3 is an alkyl chain containing 1-3 carbon atoms,
- R4 is an alkyl chain containing 1-3 carbon atoms,
- or
- substituents in the aliphatic ring are in cis- or trans-relative configuration, and
- R1 is one of the following substituents:
- —H, ═O, —OH, —OCH3, —NH2, —N(CH3)2, —NHCH3 —SH, or —SCH3
- R2 is one of the following substituents:
- —H, ═O, —OH, —OCH3, —NH2, —N(CH3)2, —NHCH3 —SH, or —SCH3
- n is an integer from 0 to 3
- and R3 and R4 together with the nitrogen atom form one of the systems presented below:
- wherein R is the remaining part of the molecule described above.
15 more elements
A method for accelerating a copper(I)-catalyzed azide—alkyne cycloaddition reaction comprising:
- using a compound of the general formula:
- wherein:
- substituents in the aliphatic ring are in cis- or trans-relative configuration, and
- R1 is one of the following substituents:
- —H, ═O, —OH, —OCH3, —NH2, —N(CH3¬)2, —NHCH3 or —SCH3
- R2 is one of the following substituents:
- —H, ═O, —OH, —OCH3, —NH2, —N(CH3¬)2, —NHCH3 —SH, or —SCH3
- n is an integer from 0 to 3
- R3 is an alkyl chain containing 1-3 carbon atoms,
- R4 is an alkyl chain containing 1-3 carbon atoms,
- or
- substituents in the aliphatic ring are in cis- or trans-relative configuration, and
- R1 is one of the following substituents:
- —H, ═O, —OH, —OCH3, —NH2, —N(CH3¬)2, —NHCH3 —SH, or —SCH3
- R2 is one of the following substituents:
- —H, ═O, —OH, —OCH3, —NH2, —N(CH3¬)2, —NHCH3 —SH, or —SCH3
- n is an integer from 0 to 3
- and R3 and R4 together with the nitrogen atom form one of the systems presented below:
- wherein R is the remaining part of the molecule described above, as a ligand in the cycloaddition reaction.
16 more elements
A method for accelerating a zinc(II)-catalyzed azide—nitrile cycloaddition reaction comprising:
- using a compound of the general formula:
- wherein:
- substituents in the aliphatic ring are in cis- or trans-relative configuration, and
- R1 is one of the following substituents:
- —H, ═O, —OH, —OCH3, —NH2, —N(CH3¬)2, —NHCH3 —SH, or —SCH3
- R2 is one of the following substituents:
- —H, ═O, —OH, —OCH3, —NH2, —N(CH3¬)2, —NHCH3 —SH, or —SCH3
- n is an integer from 0 to 3
- R3 is an alkyl chain containing 1-3 carbon atoms,
- R4 is an alkyl chain containing 1-3 carbon atoms,
- or
- substituents in the aliphatic ring are in cis- or trans-relative configuration, and
- R1 is one of the following substituents:
- —H, ═O, —OH, —OCH3, —NH2, —N(CH3¬)2, —NHCH3 —SH, or —SCH3
- R2 is one of the following substituents:
- —H, ═O, —OH, —OCH3, —NH2, —N(CH3¬)2, —NHCH3 —SH, or —SCH3
- n is an integer from 0 to 3
- and R3 and R4 together with the nitrogen atom form one of the systems presented below:
- wherein R is the remaining part of the molecule described above, as a ligand in the cycloaddition reaction.
16 more elements
Dependencies are inferred from the claim text.