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

页码：12750 / 12759

页数：10

共 52 条

[31] Investigation of brominated tryptophan alkaloids from two thorectidae sponges:: Thorectandra and Smenospongia [J].