Direct C1 Homologation of Carboxylic Acids: Free Radical Approach Enabled by Acridine Catalysis

Direct C1 Homologation of Carboxylic Acids: Free Radical Approach Enabled by Acridine Catalysis Full article

Journal

Organic chemistry frontiers
ISSN: 2052-4110 , E-ISSN: 2052-4129

Output data

Year: 2025, DOI: 10.1039/d4qo02442g

Authors

Rubanov Zakhar M. ¹ , Levin Vitalij V. ¹ , Dilman Alexander D. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Leninsky prosp. 47, 119991 Moscow, Russian Federation

A photocatalytic C1 homologation of carboxylic acids is described. The transformation is performed in a convenient one-pot procedure. The key step is decarboxylative radical addition to a tosylhydrazone derived from ethyl glyoxylate, which is mediated by a dual acridine/decatungstate photocatalytic system. The resulting hydrazide intermediate is easily converted to the homologated carboxylic ester by treatment with a base.

Rubanov Z.M. , Levin V.V. , Dilman A.D.
Direct C1 Homologation of Carboxylic Acids: Free Radical Approach Enabled by Acridine Catalysis
Organic chemistry frontiers. 2025. DOI: 10.1039/d4qo02442g WOS OpenAlex

Web of science:	WOS:001413394100001
OpenAlex:	W4406985908

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