Copper-catalyzed atroposelective hydroarylation of 1-alkynylindoles.

Hao-Jin Xu, Can-Ming Chen, Zhen Zhang, Long-Wu Ye, Bo Zhou

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Article in Nature communications, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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5 authors.

Hao-Jin Xu *State Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province, and College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, China.

Can-Ming Chen *State Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province, and College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, China.

Zhen ZhangState Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province, and College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, China.

Long-Wu YeState Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province, and College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, China.ORCID http://orcid.org/0000-0003-3108-2611

Bo ZhouState Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province, and College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, China. zhoubo@xmu.edu.cn.ORCID http://orcid.org/0000-0002-5551-678X

Funding

National Natural Science Foundation of China (National Science Foundation of China) 22301250

6 · The paper itself

Abstract

Catalytic enantioselective hydroarylation of alkynes is a concise protocol towards axial, helical, and planar chirality. By using an enantioselective π-acid catalysis strategy, these enantioenriched hydroarylation products could be obtained in a green pathway; however, noble-metal catalysts are unavoidable. Here we report a copper-catalyzed intramolecular atroposelective hydroarylation of 1-alkynylindoles with (hetero)arenes, providing a modular platform for the construction of C─N axially chiral carbazolyl and phenanthryl indoles in excellent yields with good to excellent ee values. Moreover, the constructed C─N axially chiral indoles could be easily diversified to various functional group-containing chiral frameworks, and further applied as a chiral ligand in asymmetric catalysis. Importantly, this reaction represents a rare non-noble metal-catalyzed enantioselective hydroarylation of alkynes by π-acid catalysis.

Identifiers

PMID41381559

DOI10.1038/s41467-025-67440-x

PMCPMC12820061

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