Modular Synthesis of 1,2-Benzothiazines and 1,2-Benzothiazine 1-Imines via Palladium-Catalyzed C-H/C-C Activation Reactions

被引:2
|
作者
Ren, Yifan [1 ]
Mo, Lisha [1 ]
Wang, Yali [1 ]
Yu, Limin [1 ]
Yin, Minhai [1 ]
Xiong, Zhuang [2 ]
Teng, Fan [3 ]
He, Yimiao [1 ]
机构
[1] Nanning Normal Univ, Coll Chem & Mat, Guangxi Key Lab Nat Polymer Chem & Phys, Nanning 530001, Peoples R China
[2] Wuyi Univ, Sch Biotechnol & Hlth Sci, Jiangmen 529020, Peoples R China
[3] Anhui Univ Chinese Med, Sch Pharm, Hefei 230012, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 05期
基金
中国国家自然科学基金;
关键词
OXIDATIVE ANNULATION; H FUNCTIONALIZATION; SULFOXIMINES; SULFONDIIMINES; ACIDS;
D O I
10.1021/acs.joc.3c02799
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this study, a modular approach toward cyclic sulfoximines and sulfondiimines via palladium-catalyzed intramolecular C-H/C-C activation reactions was reported. Various 1,2-benzothiazines including bicyclic, tricyclic, highly fused ones, ones of the seven-membered ring, along with 1,2-benzothiazine 1-imines were accessed in good yields. KIE experiment demonstrated that the C-H bond cleavage at the position ortho to the sulfoximine group is not the rate-determining step in the coupling reaction.
引用
收藏
页码:3345 / 3358
页数:14
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