Direct synthesis of indazole derivatives via Rh(iii)-catalyzed C-H activation of phthalazinones and allenes

被引:15
|
作者
Yin, Chuanliu [1 ]
Zhong, Tianshuo [1 ]
Zheng, Xiangyun [1 ]
Li, Lianghao [1 ]
Zhou, Jian [1 ]
Yu, Chuanming [1 ]
机构
[1] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R China
基金
中国国家自然科学基金;
关键词
4+1 ANNULATION; FUNCTIONALIZATION; ALKALOIDS; CINNOLINES; AMIDES; SEEDS;
D O I
10.1039/d1ob01458g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel Rh(iii)-catalyzed annulation of phthalazinones or pyridazinones with various allenes was developed, leading to the formation of indazole derivatives bearing a quaternary carbon in moderate to good yields. The targeted products were synthesized via sequential C-H activation and olefin insertion, followed by beta-hydride elimination and intramolecular cyclization. The synthetic protocol proceeded efficiently with broad functional group tolerance, high atom efficiency and high Z-selectivity. The practicability of this method was proved by synthetic transformation.
引用
收藏
页码:7701 / 7705
页数:5
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