Synlett 2013; 24(20): 2619-2623
DOI: 10.1055/s-0033-1339878
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© Georg Thieme Verlag Stuttgart · New York

One-Pot Synthesis of Multiply Substituted Quinoline and Quinazoline Derivatives via [2+2+2] Cascade Annulation with Diaryliodonium Salts

Yong Wang
Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, P. R. of China   Fax: +86(10)62771149   eMail: chenchao01@mails.tsinghua.edu.cn
,
Xiang Su
Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, P. R. of China   Fax: +86(10)62771149   eMail: chenchao01@mails.tsinghua.edu.cn
,
Chao Chen*
Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, P. R. of China   Fax: +86(10)62771149   eMail: chenchao01@mails.tsinghua.edu.cn
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Publikationsverlauf

Received: 10. Juni 2013

Accepted after revision: 04. September 2013

Publikationsdatum:
14. Oktober 2013 (online)


Abstract

An efficient and regioselective method to multisubstituted quinoline and quinazoline derivatives with diaryliodonium salts catalyzed by Cu(OTf)2 has been presented. The reaction proceeded via cascade annulation in the mode of [2+2+2] form. This novel strategy enables use of readily available materials and bears great flexibility on the substitution groups.