C-H alkenylation/cyclization and sulfamidation of 2-phenylisatogens using N-oxide as a directing group

被引:19
作者
Guo, Lingmei [1 ]
Tang, Baolan [1 ]
Nie, Ruifang [1 ]
Liu, Yanzhao [1 ]
Lv, Shan [1 ]
Wang, Huijing [2 ]
Guo, Li [1 ]
Hai, Li [1 ]
Wu, Yong [1 ]
机构
[1] Sichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Educ Minist,Dept Med Chem, 17,3th Sect,South Renmin Rd, Chengdu 610041, Sichuan, Peoples R China
[2] Univ Calif San Diego, Skaggs Sch Pharm & Pharmaceut Sci, 9500 Gilman Dr, La Jolla, CA 92093 USA
基金
中国国家自然科学基金;
关键词
C-8; POSITION; INDOLE ALKALOIDS; ACTIVATION; QUINOLINE; EFFICIENT; ANNULATION; ALKYNES; NITRONES; ACCESS; CYCLIZATION;
D O I
10.1039/c9cc05719f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first example of transition-metal-catalyzed C-H activations of 2-phenylisatogens with alkynes and sulfonyl azides has been developed using N-oxide as the directing group. Ru(ii)-Catalyzed C-H alkenylation/cyclization and Ir(iii)-catalyzed direct C-H sulfamidation proceeded with good yields and excellent functional group tolerance. Importantly, these two transformations provided straightforward routes for the synthesis of indol-3-one derivatives and sulfamidated 2-phenylisatogens respectively, which might be of considerable bioactivities.
引用
收藏
页码:10623 / 10626
页数:4
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