Highly Selective Phosphinotelluration of Terminal Alkynes Using a (Ph2P)2-(PhTe)2 Mixed System upon Visible Light Irradiation: Straightforward Access to 1-Phosphino-2-telluro-alkenes
Highly Selective Phosphinotelluration of Terminal Alkynes Using a (Ph2P)2-(PhTe)2 Mixed System upon Visible Light Irradiation: Straightforward Access to 1-Phosphino-2-telluro-alkenes
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DOI：
10.1021/om9008982
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发表时间：
2010-01-25
期刊：
影响因子：
2.8
通讯作者：
Ogawa, Akiya
中科院分区：
文献类型：
--
作者：
Kawaguchi, Shin-ichi;Ohe, Takashi;Ogawa, Akiya
在可见光照射条件下，利用一种新的双膦和碲化物混合体系，成功地实现了亚膦和碲基同时和区域选择性地引入碳-碳三键。当用氙灯(500W)通过滤光器(hv>；400 nm)照射时，末端炔在四苯基二膦和二苯基二碲酸盐的存在下进行高度选择性的亚膦糖基化，以中等到良好的产率提供区域选择性的1-(diphenylphosphino)-2-(phenyltelluro)alkenes，。通过与使用(Ph2P)(2)-(PHS)(2)二元体系的硫代磷化反应和使用(Ph2P)(2)-(PhSe)(2)二元体系的硒的亚磷酸化反应的比较，讨论了这种亚膦酰化反应的区域选择性。
Simultaneous and regioselective introduction of both phosphino and telluro groups into carbon-carbon triple bonds has been attained successfully by using a novel mixed system of diphosphine and ditelluride under visible light irradiation conditions. Upon irradiation with it xenon lamp (500 W) through the filter (hv > 400 nm), terminal alkynes undergo highly selective phosphinotelluration in the presence of tetra-phenyldiphosphine and diphenyl ditelluride, affording 1-(diphenylphosphino)-2-(phenyltelluro)alkenes, regioselectively, in moderate to good yields. The regioselectivity of this phosphinotelluration of terminal alkynes is discussed by comparison with those of the thiophosphination using a (Ph2P)(2)-(PhS)(2) binary system and the selenophosphination using a (Ph2P)(2)-(PhSe)(2) binary system.