One-Step Synthesis of Isoindolo[2,1-a]indol-6-ones via Tandem Pd-Catalyzed Aminocarbonylation and C-H Activation

被引：20

作者：

Carny, Tomas ^{[1
]}

Markovic, Martin ^{[1
,2
]}

Gracza, Tibor ^{[1
]}

Koos, Peter ^{[1
,2
]}

机构：

[1] Slovak Univ Technol Bratislava, Inst Organ Chem Catalysis & Petrochem, Dept Organ Chem, Radlinskeho 9, SK-81237 Bratislava, Slovakia

[2] Georganics Ltd, Korenicova 1, SK-81103 Bratislava, Slovakia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 19期

关键词：

NORA EFFLUX PUMP; CARBONYLATION; CYCLIZATION; ACID; DERIVATIVES; NITROGEN; ANALOGS; ENTRY;

D O I：

10.1021/acs.joc.9b02008

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A unified catalytic system for tandem Pd-catalyzed carbonylation and C-C cross-coupling via C-H activation was designed. The proposed cascade reaction allows a facile one-step construction of a tetracyclic isoindoloindole skeleton, in which three new C-C/C-N bonds are simultaneously formed. In detail, the carbonylation of aryl dibromides with indoles and C-H activation of in situ formed N-(2'-bromoaroyl)-indole provide biologically relevant 6H-isoindolo[2,1-a]indol-6-ones from commercially available substrates. The aminocarbonylation step in the proposed tandem reaction utilizes glyoxylic acid monohydrate as an environmentally friendly CO surrogate.

引用

页码：12499 / 12507

页数：9

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