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一种用于快速组装吡咯烷二酮稠合的1,2-苯并噻嗪的铑催化级联C-H活化/环化策略。

A rhodium-catalyzed cascade C-H activation/annulation strategy for the expeditious assembly of pyrrolidinedione-fused 1,2-benzothiazines.

作者信息

Wu Yinsong, Shi Guanghao, Liu Yanan, Kong Yangzilin, Wu Mengdi, Wang Demao, Wu Xiaobing, Shang Yongjia, He Xinwei

机构信息

Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials (State Key Laboratory Cultivation Base), College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241000, P.R. China.

Jiangsu Xidi Pharmaceuticals Co., Ltd, Nantong, 226000, P. R. China.

出版信息

Org Biomol Chem. 2024 May 1;22(17):3523-3532. doi: 10.1039/d4ob00193a.

DOI:10.1039/d4ob00193a
PMID:38606489
Abstract

A cascade annulation strategy triggered by rhodium(III)-catalyzed C-H activation has been reported for the expeditious assembly of pyrrolidinedione-fused 1,2-benzothiazines from free NH-sulfoximines with maleimides under mild conditions. Without the need for inert atmosphere protection, a broad range of sulfoximines with maleimides were well tolerated, producing diverse fused-thiazine derivatives in moderate to good yields. Additionally, the late-stage transformation of the target product demonstrated the potential synthetic value of this protocol.

摘要

据报道,一种由铑(III)催化的C-H活化引发的串联环化策略,可在温和条件下从游离的NH-亚砜亚胺与马来酰亚胺快速组装吡咯烷二酮稠合的1,2-苯并噻嗪。无需惰性气氛保护,多种亚砜亚胺与马来酰亚胺都能良好兼容,以中等至良好的产率生成各种稠合噻嗪衍生物。此外,目标产物的后期转化证明了该方法的潜在合成价值。

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