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US 11,691,135 B2Granted
Synthesis of alkynones via carbonylative Sonogashira coupling reactions catalyzed by Pd(II)-N-Heterocyclic carbene-pyridine complexes
AssigneesKing Fahd University of Petroleum and Minerals, Saudi Arabian Oil Company
InventorsBassam El Ali, Waseem Mansour, Mohammed Fettouhi
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Abstract
This disclosure relates to N-substituted Pd(II)-N-heterocyclic carbene-pyridine complexes, methods of preparing the complexes, and methods of using the complexes in Sonogashira coupling reactions.
Claims30
A compound of Formula (I)
- wherein:
- R1, R2, and R3 are each independently selected from C1-C10 alkyl, C5-C10 cycloalkyl, aryl, and (C1-C3 alkylene)-aryl, with the proviso that R1 and R2 are different when ring A is pyridine;
- n is 0, 1, 2, 3, 4, or 5;
- m is 1 or 2;
- and
- represents a single or double bond.
3 more elements
A compound of Formula (II)
- wherein:
- R1 and R2 are each independently selected from C1-C10alkyl, C5-C10 cycloalkyl, aryl, and (C1-C3 alkylene)-aryl, with the proviso that R1 and R2 are different;
- and
- X is a halide.
1 more element
A method of preparing a compound of Formula (I)
- the method comprising reacting a compound of Formula (II)
- with pyridine in the presence of a palladium catalyst, wherein:
- R1 and R2 are each independently selected from C1-C10 alkyl, C5-C10 cycloalkyl, aryl, and (C1-C3 alkylene)-aryl, with the proviso that R1 and R2 are different.
Dependencies are inferred from the claim text.