K2CO3-promoted aerobic oxidative cross-coupling of trialkyl phosphites with thiophenols

Wen Chunxiao; Chen Qian; Huang Yulin; Wang Xiaofeng; Yan Xinxing; Zeng Jiekun; Huo Yanping; Zhang Kun

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K2CO3-promoted aerobic oxidative cross-coupling of trialkyl phosphites with thiophenols

机译：K2CO3 - 用噻吩酚的三烷基磷酸酯促进的有氧氧化交叉偶联

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Convenient, practical and economical phosphorylation of thiols has been achieved via halogen-and metal-free K2CO3-promoted aerobic oxidative cross-coupling of trialkyl phosphites, dimethyl phenylphosphonite, or methyl diphenylphosphinite with thiophenols using air as the oxidant at room temperature. This transformation provides a straightforward route to the construction of phosphorus-sulfur bonds with wide functional group compatibility, which affords phosphorothioates in up to 94% yield.

机译：通过卤素和无金属K2CO3 - 促烷基磷酸酯，二甲基苯基膦酸酯或甲基二苯基膦酸盐在室温下使用空气，通过氧化苯酚，二甲基苯基膦酸酯或甲基二苯基膦酸酯的无氧氧化交联偶联的卤素和无金属K2CO3 - 促进的有氧氧化交联偶联，以氧化剂为氧化剂，实现了方便的，经济的磷酸化。该转化提供了具有宽官能团相容性的磷 - 硫键结构的直接途径，其提供高达94％产率的硫代磷酸酯。

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来源
《RSC Advances》 |2017年第72期|共4页
作者
Wen Chunxiao; Chen Qian; Huang Yulin; Wang Xiaofeng; Yan Xinxing; Zeng Jiekun; Huo Yanping; Zhang Kun;
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作者单位

Guangdong Univ Technol Sch Chem Engn &

Light Ind Guangzhou 510006 Guangdong Peoples R China;

Guangdong Univ Technol Sch Chem Engn &

Light Ind Guangzhou 510006 Guangdong Peoples R China;

Guangdong Univ Technol Sch Chem Engn &

Light Ind Guangzhou 510006 Guangdong Peoples R China;

Guangdong Univ Technol Sch Chem Engn &

Light Ind Guangzhou 510006 Guangdong Peoples R China;

Guangdong Univ Technol Sch Chem Engn &

Light Ind Guangzhou 510006 Guangdong Peoples R China;

Guangdong Univ Technol Sch Chem Engn &

Light Ind Guangzhou 510006 Guangdong Peoples R China;

Guangdong Univ Technol Sch Chem Engn &

Light Ind Guangzhou 510006 Guangdong Peoples R China;

Guangdong Univ Technol Sch Chem Engn &

Light Ind Guangzhou 510006 Guangdong Peoples R China;

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正文语种 eng
中图分类化学;
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1. K2CO3-promoted aerobic oxidative cross-coupling of trialkyl phosphites with thiophenols [J] . Wen Chunxiao, Chen Qian, Huang Yulin, RSC Advances . 2017,第72期

机译：K2CO3 - 用噻吩酚的三烷基磷酸酯促进的有氧氧化交叉偶联
2. Reaction of P(III) Chlorides with Aldehydes: II. Reaction of Primary Intermediates with Aprotic Nucleophiles: Ethylene Oxide, Acetals, Trialkyl Orthoformates, and Trialkyl Phosphites [J] . M. B. Gazizov, R. A. Khairullin, R. F. Karimova Russian Journal of General Chemistry . 2013,第12期

机译：P（III）氯化物与醛的反应：II。初级中间体与无亲核亲核试剂的反应：环氧乙烷，乙缩醛，原甲酸三烷基酯和亚磷酸三烷基酯
3. Metal-free phosphonation of heteroarene N-oxides with trialkyl phosphite at room temperature [J] . Ming-Tao Chen, Xia You, Li-Gang Bai, Organic & biomolecular chemistry . 2017,第15期

机译：室温下亚磷酸三烷基酯对杂芳烃N-氧化物的无金属膦化作用
4. Effects of Trialkyl Borates on Mo (VI)-Catalyzed Epoxidation of Less-Reactive Unsaturated Compounds Using t-Butyl Hydroperoxide [C] . Kazuo Matsuyama, Satoshi Naito, Yasumi Koinuma, Tokyo Conference on Advanced Catalytic Science and Technology . 2003

机译：三烷基硼酸盐对Mo（VI）的影响 - 使用叔丁基氧化丁基丁基丙烯酸盐的催化反应性不饱和化合物的氧化催化环氧化
5. Progress toward the asymmetric total synthesis of chaetoglobin a selective oxidative homo- and cross-coupling of phenols using aerobic catalysts. [D] . Torruellas-Pagan, Carilyn. 2014

机译：使用好氧催化剂对酚红蛋白进行不对称全合成的进展，即酚的选择性氧化均相和交叉偶联。
6. Electrochemical oxidative C–H/S–H cross-coupling between enamines and thiophenols with H2 evolution [O] . Dandan Li, Shuaibing Li, Chong Peng, 2019

机译：烯胺和硫酚之间的电化学氧化C–H / S–H交叉偶联与H2的释放
7. K2CO3-promoted aerobic oxidative cross-coupling of trialkyl phosphites with thiophenols [O] . Chunxiao Wen, Qian Chen, Yulin Huang, 2017

机译：K2CO3 - 用噻吩酚的三烷基磷酸酯促进的有氧氧化交叉偶联

K2CO3-promoted aerobic oxidative cross-coupling of trialkyl phosphites with thiophenols

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