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A palladium-catalyzed intramolecular carbonylative annulation reaction for the synthesis of 4,5-fused tricyclic 2-quinolones.
Chem Commun (Camb). 2016 Jun 08; 52(49):7665-7.CC

Abstract

A concise and efficient synthetic route to 4,5-fused tricyclic 2-quinolones through the palladium-catalyzed carbonylative annulation of alkyne-tethered N-substituted o-iodoanilines has been developed. This reaction proceeds smoothly under mild reaction conditions and exhibits exceptional tolerance to a variety of functional groups. It has been successfully applied to the efficient synthesis of BI 224436, an HIV integrase inhibitor.

Authors+Show Affiliations

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, 38 Xueyuan Road, Beijing 100191, China. yxjia@bjmu.edu.cn.State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, 38 Xueyuan Road, Beijing 100191, China. yxjia@bjmu.edu.cn.State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, 38 Xueyuan Road, Beijing 100191, China. yxjia@bjmu.edu.cn.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

27225232

Citation

Zhang, Xiwu, et al. "A Palladium-catalyzed Intramolecular Carbonylative Annulation Reaction for the Synthesis of 4,5-fused Tricyclic 2-quinolones." Chemical Communications (Cambridge, England), vol. 52, no. 49, 2016, pp. 7665-7.
Zhang X, Liu H, Jia Y. A palladium-catalyzed intramolecular carbonylative annulation reaction for the synthesis of 4,5-fused tricyclic 2-quinolones. Chem Commun (Camb). 2016;52(49):7665-7.
Zhang, X., Liu, H., & Jia, Y. (2016). A palladium-catalyzed intramolecular carbonylative annulation reaction for the synthesis of 4,5-fused tricyclic 2-quinolones. Chemical Communications (Cambridge, England), 52(49), 7665-7. https://doi.org/10.1039/c6cc02600a
Zhang X, Liu H, Jia Y. A Palladium-catalyzed Intramolecular Carbonylative Annulation Reaction for the Synthesis of 4,5-fused Tricyclic 2-quinolones. Chem Commun (Camb). 2016 Jun 8;52(49):7665-7. PubMed PMID: 27225232.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - A palladium-catalyzed intramolecular carbonylative annulation reaction for the synthesis of 4,5-fused tricyclic 2-quinolones. AU - Zhang,Xiwu, AU - Liu,Haichao, AU - Jia,Yanxing, PY - 2016/5/27/entrez PY - 2016/5/27/pubmed PY - 2016/5/27/medline SP - 7665 EP - 7 JF - Chemical communications (Cambridge, England) JO - Chem Commun (Camb) VL - 52 IS - 49 N2 - A concise and efficient synthetic route to 4,5-fused tricyclic 2-quinolones through the palladium-catalyzed carbonylative annulation of alkyne-tethered N-substituted o-iodoanilines has been developed. This reaction proceeds smoothly under mild reaction conditions and exhibits exceptional tolerance to a variety of functional groups. It has been successfully applied to the efficient synthesis of BI 224436, an HIV integrase inhibitor. SN - 1364-548X UR - https://www.unboundmedicine.com/medline/citation/27225232/A_palladium_catalyzed_intramolecular_carbonylative_annulation_reaction_for_the_synthesis_of_45_fused_tricyclic_2_quinolones_ DB - PRIME DP - Unbound Medicine ER -
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