Construction of Highly Functionalized Xanthones via Rh-Catalyzed Cascade C-H Activation/O-Annulation

被引：20

作者：

Nale, Sagar D. ^{[1
]}

Maiti, Debabrata ^{[2
]}

Lee, Yong Rok ^{[1
]}

机构：

[1] Yeungnam Univ, Sch Chem Engn, Gyongsan 38541, South Korea

[2] Indian Inst Technol, Dept Chem, Mumbai 400076, Maharashtra, India

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 07期

基金：

新加坡国家研究基金会;

关键词：

NATURAL-PRODUCTS; ROOT BARK; SALICYLALDEHYDES; BIOSYNTHESIS; CONSTITUENTS; DERIVATIVES; ALDEHYDES; CHROMONES; ALKYNES; FRUITS;

D O I：

10.1021/acs.orglett.1c00391

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile and efficient strategy for obtaining functionalized and multihydroxylated xanthones via Rh catalysis under redox-neutral conditions is developed. Diverse salicylaldehydes bearing heterocycles, aromatics, and fused aromatics can be rapidly coupled with 1,4-benzoquinones or 1,4-hydroquinones to afford valuable xanthones via cascade C-H/O-H functionalization and annulation. This protocol provides a rapid synthetic approach to obtain biologically active materials through late-stage functionalization and prepares natural products such as subelliptenone, pruniflorone N, and ravenelin.

引用

页码：2465 / 2470

页数：6

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