Rh(III)-Catalyzed C-H Functionalization/Annulation of 1-Arylindazolones: Divergent Synthesis of Fused Indazolones and Allyl Indazolones

被引:11
|
作者
Shu, Bing [1 ]
Song, Jia-Lin [2 ]
Chen, Shao-Yong [2 ]
Zheng, Yi-Chuan [2 ]
Zhang, Shang-Shi [2 ]
机构
[1] Guangdong Pharmaceut Univ, Sch Pharm, Guangzhou 510006, Peoples R China
[2] Guangdong Pharmaceut Univ, Ctr Drug Res & Dev, Guangzhou 510006, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 06期
基金
中国国家自然科学基金;
关键词
DERIVATIVES; ACTIVATION; PROBE; CINNOLINES; CATALYSIS; RH;
D O I
10.1021/acs.joc.2c02722
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Rh(III)-catalyzed C-H/N-H annulation and C- H allylation of phenylindazolones have been realized by employing 5-methylene-1,3-dioxan-2-one and 4-vinyl-1,3-dioxolan-2-one as scalable cross-coupling partners, delivering functionalized indazolone fused heterocycles and branched and linear allyl indazolones respectively in moderate to high yield. These divergent synthesis protocols showcase mild conditions, broad substrate scope, and high functional-group compatibility. In addition, scale-up synthesis and preliminary mechanistic exploratory were also accomplished.
引用
收藏
页码:3499 / 3508
页数:10
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