Facile construction of diverse polyheterocyclic scaffolds via gold-catalysed dearomative spirocyclization/1,6-addition cascade

被引：27

作者：

He, Yi ^{[1
]}

Wu, Danjun ^{[2
]}

Li, Zhenghua ^{[1
]}

Robeyns, Koen ^{[3
]}

Van Meervelt, Luc ^{[4
]}

Van der Eycken, Erik V. ^{[1
,5
]}

机构：

[1] Katholieke Univ Leuven, Dept Chem, LOMAC, Celestijnenlaan 200F, B-3001 Leuven, Belgium

[2] Zhejiang Univ Technol, Coll Pharmaceut Sci, 18 Chaowang Rd, Hangzhou 310014, Zhejiang, Peoples R China

[3] Catholic Univ Louvain, Inst Condensed Matter & Nanosci IMCN, 1 Pl Louis Pasteur, B-1348 Louvain La Neuve, Belgium

[4] Katholieke Univ Leuven, Dept Chem, Biomol Architecture, Celestijnenlaan 200F, B-3001 Leuven, Belgium

[5] RUDN Univ, Peoples Friendship Univ Russia, 6 Miklukho Maklaya St, Moscow 117198, Russia

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2019年 / 17卷 / 25期

关键词：

MASKED O-BENZOQUINONES; ASYMMETRIC DEAROMATIZATION; INTRAMOLECULAR DEAROMATIZATION; MULTICOMPONENT REACTIONS; MOLECULAR DIVERSITY; RECENT PROGRESS; DIELS-ALDER; CYCLIZATION; DESIGN; TRANSFORMATIONS;

D O I：

10.1039/c9ob01299k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A gold-catalysed post-Ugi chemo- and diastereoselective cascade dearomative spirocyclization/1,6-addition sequence is disclosed for the synthesis of diverse fused polyheterocyclic scaffolds bearing indole, pyrrole, benzothiophene, furan or electron-rich arene moieties from easily available building blocks. The effectiveness and efficiency of this diversity-oriented approach has been proved in the rapid construction of 28 fused polyheterocyclic scaffolds with a good building-block variability and structural complexity in two operational steps.

引用

页码：6284 / 6292

页数：9

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