Radical Addition of 4-Hydroxyquinazolines and Alkylation of Quinones by the Electro-Induced Homolysis of 4-Alkyl-1,4-dihydropyridines-Reference-Cited by-同舟云学术

Radical Addition of 4-Hydroxyquinazolines and Alkylation of Quinones by the Electro-Induced Homolysis of 4-Alkyl-1,4-dihydropyridines

Published:2022-01-11 Issue:11 Volume:54 Page:2696-2706
ISSN:0039-7881
Container-title:Synthesis
language:en
Short-container-title:Synthesis

Author:

Feng Qiping¹,Wang Ping²^ORCID,Luo Xiaosheng²

Affiliation:

1. Department of Orthodontics, Shanghai Ninth People’s Hospital, Shanghai Jiao Tong University School of Medicine; College of Stomatology, Shanghai Jiao Tong University; National Center for Stomatology; National Clinical Research Center for Oral Diseases; Shanghai Key Laboratory of Stomatology; Research Unit of Oral and Maxillofacial Regenerative Medicine, Chinese Academy of Medical Sciences

2. Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, School of Chemistry and Chemical Engineering, Frontiers Science Center for Transformative Molecules, Shanghai Jiao Tong University

Abstract

AbstractThe formation of C(sp3)-centered radicals via the electro-induced homolysis of 4-alkyl-1,4-dihydropyridines (alkyl-DHPs) is reported. The resulting alkyl radicals reacted with 4-hydroxyquinazolines or quinones to afford 2-alkyldihydroquinazolinones or alkylated quinones. A broad range of alkyl DHPs could be used as versatile radical precursors under electrolysis conditions. This alterative strategy provided a simple and effective pathway for the construction of C(sp2)–C(sp3) and C(sp3)–C(sp3) bonds under mild conditions.

Funder

National Natural Science Foundation of China

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-1737-2765.pdf

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