Diversity-Oriented Synthesis of Spiroannulated Benzofuran-3-one Scaffold of Leptosphaerin C and Congeners via Aryne Insertion

被引：13

作者：

Dhokale, Ranjeet A. ^{[1
]}

Mhaske, Santosh B. ^{[1
]}

机构：

[1] CSIR Natl Chem Lab, Div Organ Chem, Pune 411008, Maharashtra, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 09期

关键词：

CARBOXYLIC-ACIDS; CATALYZED ANNULATION; O ADDITION; EFFICIENT; ARYLATION; ACCESS; ENALS;

D O I：

10.1021/acs.joc.7b00606

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A concise synthesis of functionalized cyclohexenone-fused spirobenzofuran-3-ones under mild reaction conditions was developed. The reaction proceeds via insertion of aryne into the C-O bond followed by a regioselective intramolecular conjugate addition. The use of silyl-protected acid was crucial for the transformation. This protocol was successfully applied for the synthesis of leptosphaerin C core and its novel analogues.

引用

页码：4875 / 4882

页数：8

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