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碘鎓叶立德作为铑(III)催化 C-H 活化中的卡宾前体。

Iodonium Ylides as Carbene Precursors in Rh(III)-Catalyzed C-H Activation.

机构信息

Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, China.

School of Chemistry and Chemical Engineering, Shaanxi Normal University (SNNU), Xi'an 710062, China.

出版信息

Org Lett. 2020 Oct 2;22(19):7475-7479. doi: 10.1021/acs.orglett.0c02618. Epub 2020 Sep 9.

DOI:10.1021/acs.orglett.0c02618
PMID:32903007
Abstract

The rhodium(III)-catalyzed coupling of C-H substrates with iodonium ylides has been realized for the efficient synthesis of diverse cyclic skeletons, where the iodonium ylides have been identified as efficient and outstanding carbene precursors. The reaction systems are applicable to both sp and sp C-H substrates under mild and redox-neutral conditions. The catalyst loading can be as low as 0.5 mol % in a gram-scale reaction. Representative products exhibit cytotoxicity toward human cancer cells at nanomolar levels.

摘要

铑(III)催化的 C-H 底物与碘翁盐的偶联反应已经实现,用于高效合成各种环状骨架,其中碘翁盐被鉴定为高效和出色的卡宾前体。该反应体系在温和和氧化还原中性条件下适用于 sp 和 sp C-H 底物。克级反应中催化剂用量低至 0.5 mol%。代表性产物在纳摩尔水平对人癌细胞表现出细胞毒性。

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