Rh(III)-catalyzed C-H activation/cycloaddition of benzamides and methylenecyclopropanes: divergence in ring formation

Rh(III)-catalyzed C-H activation/cycloaddition of benzamides and methylenecyclopropanes: divergence in ring formation
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Rh(III) 催化的苯甲酰胺和亚甲基环丙烷的 C-H 活化/环加成:成环过程中的分歧

DOI:
10.1039/c3sc51424b
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发表时间:
2013-01-01
期刊:
影响因子:
8.4
通讯作者:
Wu, Qifan
Wu, Qifan
中科院分区:
化学1区
文献类型:
--
作者:
Cui, Sunliang;Zhang, Yan;Wu, Qifan

文献摘要

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报道了一种前所未有的Rh(III)催化的苯酰胺和亚甲基环丙烷的c - h活化/环加成反应,用于选择性合成螺型二氢异喹啉酮和呋喃融合氮卓酮。该工艺原料简单,条件温和,效率高,不含外界氧化剂。产物可以很容易地转化为其他具有生物学意义的杂环化合物。通过控制实验和动力学同位素效应研究,提出了一种合理的机理。
An unprecedented Rh(III)-catalyzed C-Hactivation/cycloaddition of benzamides and methylenecyclopropanes for the selective synthesis of spiro dihydroisoquinolinones and furan-fused azepinones is reported. The process features simple starting materials, mild conditions, and high efficiency and is external oxidant free. The products could be easily converted to other biologically interesting heterocycles. Control experiments and kinetic isotope effect studies were conducted and a plausible mechanism is proposed.