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Hypervalent iodine(III)-mediated decarboxylative acetoxylation at tertiary and benzylic carbon centers.

ABSTRACT: The decarboxylative acetoxylation of carboxylic acids using a combination of PhI(OAc)₂ and I₂ in a CH₂Cl₂/AcOH mixed solvent is reported. The reaction was successfully applied to two types of carboxylic acids containing an ?-quaternary and a benzylic carbon center under mild reaction conditions. The resulting acetates were readily converted into the corresponding alcohols by hydrolysis.

SUBMITTER: Kiyokawa K

PROVIDER: S-EPMC6009488 | biostudies-literature | 2018

REPOSITORIES: biostudies-literature

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Hypervalent iodine(III)-mediated decarboxylative acetoxylation at tertiary and benzylic carbon centers.

Kiyokawa Kensuke K Okumatsu Daichi D Minakata Satoshi S

Beilstein journal of organic chemistry 20180515

The decarboxylative acetoxylation of carboxylic acids using a combination of PhI(OAc)2 and I2 in a CH2Cl2/AcOH mixed solvent is reported. The reaction was successfully applied to two types of carboxylic acids containing an α-quaternary and a benzylic carbon center under mild reaction conditions. The resulting acetates were readily converted into the corresponding alcohols by hydrolysis. ...[more]

PMID: 29977378

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