Divergent Catalytic Approach from Cyclic Oxime Esters to Nitrogen-Containing Heterocycles with Group 9 Metal Catalysts
Divergent Catalytic Approach from Cyclic Oxime Esters to Nitrogen-Containing Heterocycles with Group 9 Metal Catalysts
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DOI：
10.1021/acscatal.8b01646
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发表时间：
2018-07
期刊：
影响因子：
12.9
通讯作者：
Takuya Shimbayashi;Gaku Matsushita;Atsushi Nanya;Akira Eguchi;K. Okamoto;K. Ohe
中科院分区：
文献类型：
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作者：
Takuya Shimbayashi;Gaku Matsushita;Atsushi Nanya;Akira Eguchi;K. Okamoto;K. Ohe
本文报道了铑和钴催化剂对烯键式异恶唑-5（4 H）-酮的发散催化转化反应，得到了2 H-吡咯（铑催化）和氮杂双环环丙烷（钴催化）。氘标记实验支持铑催化的2 H-吡咯形成涉及氢转移。在钴催化反应的对照实验表明，双环氮杂环丙烷作为主要产品进行骨架重排的金属碘化物盐的帮助下。
We report the divergent catalytic transformation of alkene-tethered isoxazol-5(4H)-ones by using rhodium and cobalt catalysts to afford 2H-pyrroles (with Rh catalyst) and azabicyclic cyclopropanes (with Co catalyst). The rhodium-catalyzed 2H-pyrrole formation involving hydrogen shift is supported by deuterium-labeling experiments. The control experiments in the cobalt-catalyzed reaction indicate that the bicyclic aziridines as the primary product undergo a skeletal rearrangement assisted by metal iodide salts.