TfOH/HFIP Cluster-Promoted Divergent C-C Bond Cleavage and Reconstruction of Alkynoic Acids
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Updated: Oct 31, 2026

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
Published on: June 20, 2014
Yilin Xing1, Xinyu Song1, Yuanyuan Liu2
1College of Chemistry and Materials Science, Hebei University, Baoding071002, China.
Abstract:
C-C bond cleavage and reconstruction of carboxylic acids is predominantly directed at the C-C(O) position. Herein, we have successfully developed a TfOH/HFIP cluster-promoted divergent strategy for the C-C bond cleavage of alkynoic acids and their subsequent reconstruction with arenes, affording selective access to distinct molecular architectures through tunable decarboxylation or deketonation. This platform not only facilitates mild decarboxylative functionalization but also establishes an unprecedented deketonative functionalization pathway for carboxylic acids.
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