Rhodium-Promoted C–H Activation/Annulation between DNA-Linked Terminal Alkyne and Aromatic Acid: A Finding from the Selection Outcomes

Inspired by previous selection outcomes, we investigated and developed a rhodium-promoted C–H activation/annulation reaction of DNA-linked terminal alkynes and aromatic acids. This reaction exhibits excellent efficiency with high conversions and a broad substrate scope. Most importantly, the unique...

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Bibliographic Details
Published in:Organic letters 2024-06, Vol.26 (23), p.4958-4962
Main Authors: Lv, Yuhan, Wu, Min, Lu, Weiwei, Cui, Meiying, Liu, Jiaxiang, Yi, Wei, Wang, Xuan, Lu, Xiaojie
Format: Article
Language:English
Subjects:
alkynes
Alkynes - chemistry
aromatic acids
carbon-hydrogen bond activation
Catalysis
DNA - chemistry
Isocoumarins - chemical synthesis
Isocoumarins - chemistry
Molecular Structure
Rhodium - chemistry
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Summary:Inspired by previous selection outcomes, we investigated and developed a rhodium-promoted C–H activation/annulation reaction of DNA-linked terminal alkynes and aromatic acids. This reaction exhibits excellent efficiency with high conversions and a broad substrate scope. Most importantly, the unique DEL-compatible conditions provide a better scenario for yielding an isocoumarin scaffold compared to conventional organic reaction conditions, and this newly developed on-DNA method has confirmed its feasibility in preparing DNA-encoded libraries.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c01553