Diselenide-Mediated Catalytic Functionalization of Hydrophosphoryl Compounds

Diselenide-Mediated Catalytic Functionalization of Hydrophosphoryl Compounds
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DOI:
10.1021/acs.orglett.0c01858
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发表时间:
2020-08-07
期刊:
影响因子:
5.2
通讯作者:
Arora, Paramjit S.
Arora, Paramjit S.
中科院分区:
化学1区
文献类型:
--
作者:
Handoko;Benslimane, Zacharia;Arora, Paramjit S.

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本文报道了一种二芳基二硒醚催化剂,用于磷氢化合物的亲核功能化反应。所提出的有机催化循环非常类似于Atherton-Todd反应的机制,催化剂作为命名反应中使用的卤化剂的可回收类似物。磷和硒的NMR研究揭示了P-Se键中间体的存在,结构分析表明立体特异性反应。
We report a diaryldiselenide catalyst for cross-dehydrogenative nucleophilic functionalization of hydrophosphoryl compounds. The proposed organocatalytic cycle closely resembles the mechanism of the Atherton-Todd reaction, with the catalyst serving as a recyclable analogue of the halogenating agent employed in the named reaction. Phosphorus and selenium NMR studies reveal the existence of a P-Se bond intermediate, and structural analyses indicate a stereospecific reaction.