Synthesis of Diversely Substituted Indoloquinolinones via Pd(II)/Cu(II)-Mediated Oxidative C-C Bond Formation and I(III)-Mediated C-N Bond Formation

被引：32
作者：
Zhang, Xiang [1 ]
Zhang-Negrerie, Daisy [1 ]
Deng, Jun [1 ,2 ]
Du, Yunfei [1 ,2 ]
Zhao, Kang [1 ]
机构：
[1] Tianjin Univ, Sch Pharmaceut Sci & Technol, Tianjin Key Lab Modern Drug Delivery & High Effic, Tianjin 300072, Peoples R China
[2] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300072, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 24期
基金：
中国国家自然科学基金;
关键词：
MEDIATED ALKYNE AMIDATION; OLEFIN AMIDOHYDROXYLATION; CYTOTOXIC EVALUATION; ACID-DERIVATIVES; ENAMINO ESTERS; ARYL ENAMINES; CYCLIZATION; EFFICIENT; ANTIBACTERIAL; ACCESS;
D O I：
10.1021/jo4023292
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of indoloquinolinones bearing different aromatic substitutents were readily synthesized starting from an aryl amine, a methyl 3-oxo-3-phenylpropanoate derivative, and methoxylamine through a series of reactions of coupling/enamination, oxidative annulation, a one-pot sequence of N-alkylation, saponification and methoxyamidation, and final intramolecular oxidative C-N bond formation. The underpinning of the strategy entails Pd(OAc)(2)/Cu(OAc)(2)-mediated oxidative C(sp(2))-C(sp(2)) bond formation and I(III)-mediated oxidative C(sp(2))-N bond formation.
引用
收藏
页码：12750 / 12759
页数：10
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