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Experimental and Computational Studies on Cp*CyRh(III)/KOPiv-Catalyzed Intramolecular Dehydrogenative Cross-Couplings for Building Eight-Membered Sultam/Lactam Frameworks.
Organic Letters ( IF 4.9 ) Pub Date : 2020-07-01 , DOI: 10.1021/acs.orglett.0c01823
Liping Li 1 , Hui Gao 1 , Ming Sun 1 , Zhi Zhou 1 , Wei Yi 1
Affiliation  

Described herein is an unusual Cp*CyRh(III)-catalyzed intramolecular site-specific aryl C–H annulation, a highly chemoselective protocol providing direct access to eight-membered sultams/lactams with broad substrate/functional group tolerance. Experimental and computational studies reveal that such a transformation involves a unique PivOH-assisted aryl C–H activation/alkene insertion/β-H elimination/hydrogen-transfer process involving the Rh(III)–hydride species as the active intermediate with the concomitant release of H2 as the major byproduct, thus enabling the developed Cp*CyRh(III) catalysis with redox-neutral and highly atom-economical features.

中文翻译:

Cp * CyRh(III)/ KOPiv催化的分子内脱氢交叉偶联用于构建八元Sultam / Lactam骨架的实验和计算研究。

本文描述的是一种不寻常的Cp * Cy Rh(III)催化的分子内位点特异性芳基C–H环化反应,一种高度化学选择性的实验方案,可直接获得具有广泛的底物/官能团耐受性的八元sultams / lactams。实验和计算研究表明,这种转化涉及独特的PivOH辅助的芳基CH活化/烯烃插入/β-H消除/氢转移过程,其中Rh(III)-氢化物为活性中间体,并伴随释放H 2作为主要副产物,因此可以实现具有氧化还原中性和高度原子经济特性的发达的Cp * Cy Rh(III)催化。
更新日期:2020-07-17
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