Evidence map›Paper›PMID 42726842›Full record

ArticleScience advances2026

Radical enantioconvergent meta-C─H alkylation of pyridines.

Shi Qin, Xinyu Gao, Qixin Li, Mingyu Zhang, Ying Lin, Mei Wang, Mingkai Yang, Shengdong Wang, Zhi Zhou, Hui Gao and 2 more

Abstract read
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Article in Science advances, 2026. 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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1 · What the graph read from it

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2 · The registry

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3 · Its place in the literature

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4 · The record

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5 · Who and what money

Authors and funding

12 authors.

Shi QinGuangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target & Clinical Pharmacology, the NMPA and State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences, Guangzhou Medical University, Guangzhou, Guangdong 511436, China.ORCID 0009-0004-9273-9845
Xinyu GaoGuangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target & Clinical Pharmacology, the NMPA and State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences, Guangzhou Medical University, Guangzhou, Guangdong 511436, China.ORCID 0009-0002-4564-4662
Qixin LiGuangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target & Clinical Pharmacology, the NMPA and State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences, Guangzhou Medical University, Guangzhou, Guangdong 511436, China.ORCID 0009-0003-6648-9697
Mingyu ZhangGuangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target & Clinical Pharmacology, the NMPA and State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences, Guangzhou Medical University, Guangzhou, Guangdong 511436, China.ORCID 0000-0003-0312-3754
Ying LinGuangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target & Clinical Pharmacology, the NMPA and State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences, Guangzhou Medical University, Guangzhou, Guangdong 511436, China.ORCID 0009-0008-5605-7969
Mei WangGuangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target & Clinical Pharmacology, the NMPA and State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences, Guangzhou Medical University, Guangzhou, Guangdong 511436, China.
Mingkai YangGuangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target & Clinical Pharmacology, the NMPA and State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences, Guangzhou Medical University, Guangzhou, Guangdong 511436, China.
Shengdong WangGuangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target & Clinical Pharmacology, the NMPA and State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences, Guangzhou Medical University, Guangzhou, Guangdong 511436, China.ORCID 0000-0001-7431-2515
Zhi ZhouGuangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target & Clinical Pharmacology, the NMPA and State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences, Guangzhou Medical University, Guangzhou, Guangdong 511436, China.ORCID 0000-0002-6521-8946
Hui GaoSchool of Traditional Chinese Medicine and Health, Nanfang College Guangzhou, Guangzhou, Guangdong 510970, China.ORCID 0000-0002-8736-4485
Wei YiGuangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target & Clinical Pharmacology, the NMPA and State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences, Guangzhou Medical University, Guangzhou, Guangdong 511436, China.ORCID 0000-0001-7936-9326
Zhongyi ZengGuangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target & Clinical Pharmacology, the NMPA and State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences, Guangzhou Medical University, Guangzhou, Guangdong 511436, China.ORCID 0000-0003-3366-7592

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Enantioselective meta-C─H functionalization of pyridines represents a long-standing challenge that, if resolved, would open transformative avenues in synthesis and drug discovery. Radical-based approaches are particularly attractive yet have remained elusive. We here report a radical enantioconvergent meta-C─H alkylation of pyridines enabled by temporary dearomatization. Our strategy comprises dearomative cycloaddition, nickel-catalyzed enantioselective dehydrogenative coupling of oxazino-pyridines with cyclic β-ketoamides, and acid-mediated rearomatization. Integrated experimental and computational studies support a mechanism based on enantio-determining cross-coupling of simultaneously generated oxazino-pyridine-derived allyl and nickel-bound α-carbonyl radicals. This protocol exhibits high regio- and enantioselectivity, remarkable functional group tolerance, scale-up potential and enables late-stage functionalization of pyridine-containing pharmaceuticals.

Identifiers

PMID42726842
PMCPMC13564826

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