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

被引：19
|
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
收藏
页码：2465 / 2470
页数：6
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