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铑(III)催化1,2,3-苯并三嗪酮与亚烷基环丙烷的双烯化反应和环丙烷化反应

Rh(III)-Catalyzed Dienylation and Cyclopropylation of 1,2,3-Benzotriazinones with Alkylidenecyclopropanes.

作者信息

Liu Yan-Zhi, Zeng Yao-Fu, Wei Jiaohang, Xiao Lin, Shu Bing, Song Jia-Lin, Zou Wen-Xuan, Shen Dan-Ting, Chen Shao-Yong, Zheng Yi-Chuan, Zhang Shang-Shi

机构信息

Center for Drug Research and Development, Guangdong Provincial Key Laboratory of Advanced Drug Delivery, Guangdong Provincial Engineering Center of Topical Precise Drug Delivery System, Guangdong Pharmaceutical University, Guangzhou 510006, P. R. China.

School of Pharmaceutical Science, Hunan Provincial Key Laboratory of Tumor Microenvironment Responsive Drug Research, University of South China, Hengyang, Hunan 421001, China.

出版信息

Org Lett. 2023 Jul 21;25(28):5179-5184. doi: 10.1021/acs.orglett.3c01596. Epub 2023 Jul 6.

Abstract

Rh (III)-catalyzed dienylation and cyclopropylation of 1,2,3-benzotriazinones with alkylidenecyclopropanes (ACPs) has been achieved. Different from the previous reports of 1,2,3-benzotriazinones, the triazinone ring remained intact in this C-H bond functionlization reaction. Also, the denitrogenative cyclopropylation could also be realized by changing the reaction temperature. This protocol is featured with high selectivity, wide substrate scope, and divergent structures of products.

摘要

实现了铑(III)催化的1,2,3-苯并三嗪酮与亚烷基环丙烷(ACP)的双烯化反应和环丙烷化反应。与先前关于1,2,3-苯并三嗪酮的报道不同,在该C-H键官能化反应中,三嗪酮环保持完整。此外,通过改变反应温度也可以实现脱氮环丙烷化反应。该方法具有高选择性、广泛的底物范围和多样的产物结构特点。

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