Transition Metal-Catalyzed Efficient and Green Transformations of P(O)-H Compounds to Functional Organophosphorus Compounds

被引:29
作者
Xu, Qing [1 ]
Zhou, Yong-Bo [2 ]
Zhao, Chang-Qiu [3 ]
Yin, Shuang-Feng [2 ]
Han, Li-Biao [2 ,4 ]
机构
[1] Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Zhejiang, Peoples R China
[2] Hunan Univ, Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R China
[3] Liaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R China
[4] Natl Inst Adv Ind Sci & Technol, Tsukuba, Ibaraki 3058565, Japan
关键词
Transition metal catalyst; P(O)-H compound; carbon-carbon unsaturated compound; regio- and stereoselective addition; carbon-H and heteroatom-H compounds; dehydrogenative coupling reactions; well-defined functional organophosphorus compound; ACTIVE PHOSPHINE OXIDES; OXIDATIVE ADDITION; TERMINAL ALKYNES; MARKOVNIKOV ADDITION; PHOSPHORUS-COMPOUNDS; SELECTIVE FORMATION; P BOND; H-BOND; PALLADIUM; CARBON;
D O I
10.2174/1389557511313060005
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Organophosphorus compounds are of high importance in organic synthesis, catalysis, biochemistry, pharmaceuticals, and material science. In this mini review, we summarize our recent studies on transition metal-catalyzed green and atom efficient transformations of P(O)-H bonds to various versatile organophosphorus compounds, including the highly regio- and stereoselective P(O)-H additions to carbon-carbon unsaturated compounds, asymmetric hydrophosphorylation reactions, and dehydrogenative coupling reactions of P(O) H compounds with carbon-H and heteroatom-H compounds. These new reactions provide efficient, general and practical ways for the preparation of a variety of well-defined functional organophosphorus compounds. Mechanistic aspects related to the catalytic processes are also discussed.
引用
收藏
页码:824 / 835
页数:12
相关论文
共 50 条
[21]   Transition metal-catalyzed synthesis of N, O-Heterocycles via C-H functionalization [J].
Naveen, Togati .
TETRAHEDRON, 2021, 84
[22]   Nickel-catalyzed phosphorylation of aryl triflates with P(O)-H compounds [J].
Yang, Jia ;
Xiao, Jing ;
Chen, Tieqiao ;
Han, Li-Biao .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2016, 820 :120-124
[23]   Copper-Catalyzed Decarboxylative Coupling of Alkenyl Acids with P(O)H Compounds at Room Temperature [J].
Qiao, Huijie ;
Sun, Suyan ;
Kang, Jianxun ;
Yang, Fan ;
Wu, Yusheng ;
Wu, Yangjie .
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2018, 38 (01) :86-94
[24]   Recent Advances of Transition Metal-Catalyzed P-C Coupling Reactions [J].
Shao, Changwei ;
Xu, Weigang ;
Li, Liang ;
Zhang, Xinghua .
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2017, 37 (02) :335-348
[25]   Transition-metal-catalyzed synthesis of organophosphorous and organosulfur compounds [J].
Arisawa, Mieko ;
Yamaguchi, Masahiko .
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2007, 65 (12) :1213-1224
[26]   Transition metal-catalyzed direct borylation and silylation based on C-H activation [J].
Ishiyama, T .
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2005, 63 (05) :440-452
[27]   Recent Advances in Transition-Metal-Catalyzed Denitrogenative Transformations of 1,2,3-Triazoles and Related Compounds [J].
Anbarasan, Pazhamalai ;
Yadagiri, Dongari ;
Rajasekar, Shanmugam .
SYNTHESIS-STUTTGART, 2014, 46 (22) :3004-3023
[28]   Transition metal catalyzed chemospecific reduction of aromatic nitro compounds, and hydrocarbonylation of chlorobenzenes under CO/H2O conditions [J].
Nomura, K .
CATALYSIS SURVEYS FROM JAPAN, 1998, 2 (01) :59-69
[29]   Transition metal catalyzed chemospecific reduction of aromatic nitro compounds, and hydrocarbonylation of chlorobenzenes under CO/H2O conditions [J].
Kotohiro Nomura .
Catalysis Surveys from Asia, 1998, 2 :59-69
[30]   Palladium-Catalyzed Direct Decarbonylative Phosphorylation of Benzoic Acids with P(O)-H Compounds [J].
Zhang, Ji-Shu ;
Chen, Tieqiao ;
Han, Li-Biao .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (09) :1148-1153