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US 11,866,415 B2Granted
Ligand-enabled β-C(sp3)-H lactonization for β-C—H functionalizations
AssigneeThe Scripps Research Institute
InventorsJin-quan Yu, Zhe Zhuang
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Abstract
Provided herein is a method of forming a beta-lactone from a carboxylic acid having a beta-carbon with a hydrogen atom disposed thereon. The method comprises contacting a carboxylic acid of formula (1) as described herein with an effective amount of a palladium(II) catalyst, an effective amount of an N-protected aminoacid ligand, and t-butylhydroperoxide in a solvent comprising hexafluoroisopropanol (HFIP), at about 60° C. to provide a beta-lactone of formula (2) as described herein.
Claims7
A method of forming a beta-lactone of formula (2):
- from a carboxylic acid having a beta-carbon with a hydrogen atom disposed thereon, comprising contacting a carboxylic acid of formula (1):
- wherein
- R1 and R2 are each independently H or alkyl, provided at least one of R1 and R2 is alkyl, wherein the alkyl is unsubstituted or is substituted with halo, oxo, dialkylphosphono, cycloalkyl, alkoxy, aryloxy, benzyloxy, heterocyclyl, aryl, or heteroaryl;
- and an effective amount of a palladium(II) catalyst in the presence of an effective amount of an N-protected aminoacid ligand, and t-butylhydroperoxide in a solvent comprising hexafluoroisopropanol (HFIP), at about 60° C., to provide the beta-lactone of formula (2).
1 more element
Dependencies are inferred from the claim text.