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Journal articles on the topic 'Hydrophosphonylation'

Author: Grafiati

Published: 4 June 2021

Last updated: 27 April 2022

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1

Alegre-Requena, Juan V., Eugenia Marqués-López, Pablo J. Sanz Miguel, and Raquel P. Herrera. "Organocatalytic enantioselective hydrophosphonylation of aldehydes." Org. Biomol. Chem. 12, no. 8 (2014): 1258–64. http://dx.doi.org/10.1039/c3ob42403k.

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2

Rulev, A. Yu. "Hydrophosphonylation of α-Haloalkenals". Heteroatom Chemistry 24, № 3 (2013): 187–90. http://dx.doi.org/10.1002/hc.21081.

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3

Ooi, T., D. Uraguchi, T. Ito, and S. Nakamura. "Asymmetric Hydrophosphonylation of Ynones." Synfacts 2011, no. 01 (2010): 0050. http://dx.doi.org/10.1055/s-0030-1259171.

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4

Zeng, Youmao, Ping Deng, Shixiong Zhang, et al. "An Ni–PyBisulidine complex for the asymmetric hydrophosphonylation of aldehydes." Organic & Biomolecular Chemistry 14, no. 39 (2016): 9221–24. http://dx.doi.org/10.1039/c6ob01750a.

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5

Liu, Yizhen, Xiaoting Fan, Zhen Hua Li, and Huadong Wang. "Activation of the P–H bond by a frustrated Lewis pair and its application in catalytic Z-selective hydrophosphonylation of terminal ynones." Chemical Communications 53, no. 79 (2017): 10890–93. http://dx.doi.org/10.1039/c7cc05028c.

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6

Geant, Pierre-Yves, Bemba Sidi Mohamed, Christian Périgaud, Suzanne Peyrottes, Jean-Pierre Uttaro, and Christophe Mathé. "Probing the reactivity of H-phosphonate derivatives for the hydrophosphonylation of various alkenes and alkynes under free-radical conditions." New Journal of Chemistry 40, no. 6 (2016): 5318–24. http://dx.doi.org/10.1039/c6nj00123h.

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7

Deng, Tao, and Chun Cai. "Bis(oxazoline)-copper catalyzed enantioselective hydrophosphonylation of aldehydes." RSC Adv. 4, no. 53 (2014): 27853–56. http://dx.doi.org/10.1039/c4ra03269a.

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8

Mao, Liu-Liang, Chen-Chen Li, Qiang Yang, Ming-Xing Cheng та Shang-Dong Yang. "One-pot synthesis of α-aminophosphonates via a cascade sequence of allylamine isomerization/hydrophosphonylation". Chemical Communications 53, № 32 (2017): 4473–76. http://dx.doi.org/10.1039/c7cc01391d.

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9

Sidi Mohamed, Bemba, Christian Périgaud, Suzanne Peyrottes, Jean-Pierre Uttaro, and Christophe Mathé. "Rapid synthesis of carbonucleoside phophonate analogues as potential antiviral agents via a hydrophosphonylation reaction of ethynyl carbocyclic precursors." New Journal of Chemistry 42, no. 2 (2018): 974–79. http://dx.doi.org/10.1039/c7nj03991c.

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10

Wang, Lisheng, Fuxing Yang, Xiaoping Xu, and Jun Jiang. "Organocatalytic 1,6-hydrophosphination of para-quinone methides: enantioselective access to chiral 3-phosphoxindoles bearing phosphorus-substituted quaternary carbon stereocenters." Organic Chemistry Frontiers 8, no. 9 (2021): 2002–8. http://dx.doi.org/10.1039/d0qo01638a.

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11

Uraguchi, Daisuke, Takaki Ito, Shinji Nakamura, and Takashi Ooi. "Catalytic asymmetric hydrophosphonylation of ynones." Chemical Science 1, no. 4 (2010): 488. http://dx.doi.org/10.1039/c0sc00268b.

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12

Yin, Liang, Youmei Bao, Naoya Kumagai, and Masakatsu Shibasaki. "Catalytic Asymmetric Hydrophosphonylation of Ketimines." Journal of the American Chemical Society 135, no. 28 (2013): 10338–41. http://dx.doi.org/10.1021/ja4059316.

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13

Feng, X., X. Zhou, Q. Zhang, et al. "Asymmetric Hydrophosphonylation of Trifluoromethyl Ketones." Synfacts 2011, no. 01 (2010): 0056. http://dx.doi.org/10.1055/s-0030-1258987.

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14

Iwanejko, Jakub, Anna Brol, Bartłomiej M. Szyja, Marek Daszkiewicz, Elżbieta Wojaczyńska, and Tomasz K. Olszewski. "Aminophosphonates and aminophosphonic acids with tetrasubstituted stereogenic center: diastereoselective synthesis from cyclic ketimines." Organic & Biomolecular Chemistry 17, no. 31 (2019): 7352–59. http://dx.doi.org/10.1039/c9ob01346f.

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Chiral tetrasubstituted aminophosphonic acid derivatives of hexahydroquinoxalin-2(1H)-one were synthesised via diastereoselective hydrophosphonylation of corresponding imines with tris(trimethylsilyl)phosphite as phosphorus nucleophile.

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15

Arde, Panjab, and Ramasamy Vijaya Anand. "N-Heterocyclic carbene catalysed 1,6-hydrophosphonylation of p-quinone methides and fuchsones: an atom economical route to unsymmetrical diaryl- and triarylmethyl phosphonates." Organic & Biomolecular Chemistry 14, no. 24 (2016): 5550–54. http://dx.doi.org/10.1039/c6ob00289g.

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16

Kaboudin, Babak, та Rahman Nazari. "The Synthesis of α-Hydroxyphosphonates Mediated by Microwave Irradiation under Solvent-Free Conditions". Journal of Chemical Research 2002, № 6 (2002): 291–92. http://dx.doi.org/10.3184/030823402103172022.

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Microwave-assisted hydrophosphonylation of aldehydes under solvent-free conditions was found to be an efficient method for the preparation of α-hydroxyphosphonates; the method was reliable, efficient and high yielding.

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17

Dondoni, Alessandro, and Alberto Marra. "Validating the alkene and alkyne hydrophosphonylation as an entry to organophosphonates." Organic & Biomolecular Chemistry 13, no. 8 (2015): 2212–15. http://dx.doi.org/10.1039/c4ob02501f.

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The hydrophosphonylation of terminal alkenes and alkynes by H-phosphonates affords Markovnikov and/or anti-Markovnikov adducts depending on the catalyst (a metal or a radical initiator) and the reaction conditions.

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18

Chassillan, Louis, Yasuhiro Yamashita, Woo-Jin Yoo, et al. "Enantioselective hydrophosphonylation of N-Boc imines using chiral guanidine–thiourea catalysts." Organic & Biomolecular Chemistry 19, no. 48 (2021): 10560–64. http://dx.doi.org/10.1039/d1ob01953h.

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The synthesis of new guanidine-thiourea catalysts and their use for the formation of α-amino phosphonate by asymmetric hydrophosphonylation of N-Boc aldimines under batch and continous-flow conditions is described.

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19

Aher, Yogesh N., and Amit B. Pawar. "Catalyst- and reagent-free 1,6-hydrophosphonylation of p-quinone methides: a practical approach for the synthesis of diarylmethyl phosphine oxides." Organic & Biomolecular Chemistry 17, no. 32 (2019): 7536–46. http://dx.doi.org/10.1039/c9ob01326a.

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We have developed a catalyst-, reagent-, and additive-free protocol with 100% atom economy for the synthesis of diarylmethyl phosphine oxides via 1,6-hydrophosphonylation of p-quinone methides using water as a green solvent.

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20

He, Lin, Zhi-Hua Cai, Ji-Xin Pian та Guang-Fen Du. "NHCs Catalyzed Hydrophosphonylation ofα-Ketoesters andα-Trifluoromethyl Ketones". Scientific World Journal 2013 (2013): 1–6. http://dx.doi.org/10.1155/2013/890187.

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N-Heterocyclic carbenes catalyzed hydrophosphonylation reaction ofα-ketoesters andα-trifluoromethyl ketones was developed. Under the catalysis of 10 mol% IPr,α-ketoesters orα-trifluoromethyl ketones reacted with dialkyl phosphites to provide quaternaryα-hydroxyphosphonates in good to excellent yield.

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21

Rulev, A. Yu. "ChemInform Abstract: Hydrophosphonylation of α-Haloalkenals." ChemInform 44, № 38 (2013): no. http://dx.doi.org/10.1002/chin.201338183.

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22

Herrera, Raquel P. "Organocatalytic Hydrophosphonylation Reaction of Carbonyl Groups." Chemical Record 17, no. 9 (2017): 833–40. http://dx.doi.org/10.1002/tcr.201600129.

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23

Du, Guang-Fen, Lin He, Zhi-Hua Cai, and Bin Dai. "Nucleophilic Carbene-Mediated Hydrophosphonylation of Aldimines." Synthesis 44, no. 05 (2012): 694–98. http://dx.doi.org/10.1055/s-0031-1289690.

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24

Guo, Shengmei, Zhenjun Huang, Wei Liu, Sen Li, Yutian Yang, and Hu Cai. "Potassium Carbonate Promoted Nucleophilic Addition of Alkenes with Phosphites." Synlett 31, no. 13 (2020): 1295–97. http://dx.doi.org/10.1055/s-0040-1707852.

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A facile hydrophosphonylation of alkenes by phosphites promoted by potassium carbonate was developed. The reaction features include easy handling, environmental friendliness, and avoidance of the use of strong bases. A variety of alkenes are tolerated in this reaction, with moderate to excellent yields.

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25

Uraguchi, Daisuke, Takaki Ito, Shinji Nakamura, and Takashi Ooi. "ChemInform Abstract: Catalytic Asymmetric Hydrophosphonylation of Ynones." ChemInform 42, no. 2 (2010): no. http://dx.doi.org/10.1002/chin.201102191.

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26

Yin, Liang, Youmei Bao, Naoya Kumagai, and Masakatsu Shibasaki. "ChemInform Abstract: Catalytic Asymmetric Hydrophosphonylation of Ketimines." ChemInform 45, no. 1 (2013): no. http://dx.doi.org/10.1002/chin.201401208.

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27

Alegre-Requena, Juan V., Eugenia Marques-Lopez, Pablo J. Sanz Miguel, and Raquel P. Herrera. "ChemInform Abstract: Organocatalytic Enantioselective Hydrophosphonylation of Aldehydes." ChemInform 45, no. 27 (2014): no. http://dx.doi.org/10.1002/chin.201427200.

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28

Merino, Pedro, Eugenia Marqués-López, and Raquel P Herrera. "Catalytic Enantioselective Hydrophosphonylation of Aldehydes and Imines." Advanced Synthesis & Catalysis 350, no. 9 (2008): 1195–208. http://dx.doi.org/10.1002/adsc.200800131.

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29

He, Lin, Zhi-Hua Cai, Guang-Fen Du, Cheng-Zhi Gu, and Bin Dai. "N-Heterocyclic Carbene Catalyzed Hydrophosphonylation of Aldehydes." Synthesis 2011, no. 13 (2011): 2073–78. http://dx.doi.org/10.1055/s-0030-1260045.

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30

Das, Biswanath, Penagaluri Balasubramanyam, Maddeboina Krishnaiah, Boyapati Veeranjaneyulu, and Gandolla Chinna Reddy. "Iodine-Catalyzed Efficient Hydrophosphonylation ofN-Tosyl Aldimines†." Journal of Organic Chemistry 74, no. 11 (2009): 4393–95. http://dx.doi.org/10.1021/jo9003162.

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31

Cai, Zhihua, Yecheng Fan, Guangfen Du, and Lin He. "Hydrophosphonylation of Aldimines under Catalysts‐Free Conditions." Chinese Journal of Chemistry 30, no. 7 (2012): 1658–62. http://dx.doi.org/10.1002/cjoc.201200119.

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32

Fei, Zenghui, Chao Zeng, Chengrong Lu, Bei Zhao та Yingming Yao. "An efficient asymmetric hydrophosphonylation of unsaturated amides catalyzed by rare-earth metal amides [(Me3Si)2N]3RE(μ-Cl)Li(THF)3 with phenoxy-functionalized chiral prolinols". RSC Advances 7, № 31 (2017): 19306–11. http://dx.doi.org/10.1039/c7ra00468k.

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An asymmetric hydrophosphonylation reaction of diethyl phosphite with α,β-unsaturated amides catalyzed by [(Me<sub>3</sub>Si)<sub>2</sub>N]<sub>3</sub>RE(μ-Cl)Li(THF)<sub>3</sub> with H<sub>2</sub>L<sup>n</sup> ((S)-2,4-R<sub>2</sub>-6-[[2-(hydroxydiphenylmethyl)pyrrolidin-1-yl]methyl]phenol) was disclosed.

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33

Zagraniarsky, Yulian, Bojidarka Ivanova, Karamfil Nikolov, Sabi Varbanov та Tsvetanka Cholakova. "Synthesis of Dimethylphosphinyl-substituted α-Amino(aryl)methylphosphonic Acids and Their Esters". Zeitschrift für Naturforschung B 63, № 10 (2008): 1192–98. http://dx.doi.org/10.1515/znb-2008-1009.

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AbstractDimethylphosphinylmethylamine (1) and its aldimines 2 were used for the preparation of dimethyl and diethyl α-amino(aryl)methylphosphonates 3a - l via imine hydrophosphonylation and Kabachnik-Fields reaction. Their acid hydrolysis gave rise to the corresponding α-aminophosphonic acids 4a - e. Compounds 3 and 4 have two different phosphorus-containing groups - phosphonyl and dimethylphosphinyl - and might have interesting biological activity.

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34

Boratyński, Przemysław J., Jacek Skarżewski, and Łukasz Sidorowicz. "Stereochemistry of hydrophosphonylation of 9-aminoquinine Schiff bases." Arkivoc 2012, no. 4 (2012): 204–15. http://dx.doi.org/10.3998/ark.5550190.0013.415.

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35

Nakamura, Shuichi, Masashi Hayashi, Yuichi Hiramatsu, Norio Shibata, Yasuhiro Funahashi, and Takeshi Toru. "Catalytic Enantioselective Hydrophosphonylation of Ketimines Using Cinchona Alkaloids." Journal of the American Chemical Society 131, no. 51 (2009): 18240–41. http://dx.doi.org/10.1021/ja908940e.

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36

Hirashima, Shin-ichi, Ryoga Arai, Kosuke Nakashima, et al. "Asymmetric Hydrophosphonylation of Aldehydes using aCinchona-Diaminomethylenemalononitrile Organocatalyst." Advanced Synthesis & Catalysis 357, no. 18 (2015): 3863–67. http://dx.doi.org/10.1002/adsc.201500816.

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37

Cai, Zhi-Hua, Guang-Fen Du, Bin Dai, and Lin He. "ChemInform Abstract: Nucleophilic Carbene Mediated Hydrophosphonylation of Aldimines." ChemInform 43, no. 26 (2012): no. http://dx.doi.org/10.1002/chin.201226196.

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38

Gróning, Michael D., Bradley J. Rowe, and Christopher D. Spilling. "New Catalysts for the Asymmetric Hydrophosphonylation of Aldehydes1." Phosphorus, Sulfur, and Silicon and the Related Elements 147, no. 1 (1999): 389. http://dx.doi.org/10.1080/10426509908053674.

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39

Cabrita, Ivânia R., Pedro R. Florindo, Paulo J. Costa, M. Conceição Oliveira, and Ana C. Fernandes. "Hydrophosphonylation of aldehydes catalyzed by cyclopentadienyl ruthenium(II) complexes." Molecular Catalysis 450 (May 2018): 77–86. http://dx.doi.org/10.1016/j.mcat.2018.03.001.

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40

Cai, Zhihua, Yecheng Fan, Guangfen Du, and Lin He. "ChemInform Abstract: Hydrophosphonylation of Aldimines under Catalysts-Free Conditions." ChemInform 43, no. 50 (2012): no. http://dx.doi.org/10.1002/chin.201250178.

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41

Candy, Mathieu, Sophie A. L. Rousseaux, Alberto Cirugeda San Román, et al. "Palladium-Catalyzed Hydrophosphonylation of Alkenes with Dialkyl H-Phosphonates." Advanced Synthesis & Catalysis 356, no. 11-12 (2014): 2703–8. http://dx.doi.org/10.1002/adsc.201400190.

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42

Cai, Zhi-Hua, Guang-Fen Du, Lin He, Cheng-Zhi Gu, and Bin Dai. "ChemInform Abstract: N-Heterocyclic Carbene Catalyzed Hydrophosphonylation of Aldehydes." ChemInform 42, no. 46 (2011): no. http://dx.doi.org/10.1002/chin.201146180.

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43

Heydari, Akbar, Afsaneh Arefi, Samad Khaksar, and Mahmoud Tajbakhsh. "Hydrophosphonylation of aldehydes catalyzed by guanidine hydrochloride in water." Catalysis Communications 7, no. 12 (2006): 982–84. http://dx.doi.org/10.1016/j.catcom.2006.04.014.

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44

Islas, Rosa E., and Juventino J. García. "Hydrophosphonylation of Alkynes with Trialkyl Phosphites Catalyzed by Nickel." ChemCatChem 9, no. 21 (2017): 4125–31. http://dx.doi.org/10.1002/cctc.201700974.

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45

Zhao, Yanyan, Xuejian Li, Fan Mo, Luhang Li, and Xufeng Lin. "Highly enantioselective hydrophosphonylation of imines catalyzed by SPINOL-phosphoric acid." RSC Advances 3, no. 29 (2013): 11895. http://dx.doi.org/10.1039/c3ra40958a.

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46

Yokomatsu, Tsutomu, Takehiro Yamagishi, and Shiroshi Shibuya. "Enantioselective hydrophosphonylation of aromatic aldehydes catalyzed by chiral titanium alkoxides." Tetrahedron: Asymmetry 4, no. 8 (1993): 1779–82. http://dx.doi.org/10.1016/s0957-4166(00)80415-2.

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47

Deng, Tao, Hongjun Wang та Chun Cai. "Fluorous chiral bisoxazolines: application in copper-catalyzed asymmetric α-hydrophosphonylation". Organic & Biomolecular Chemistry 12, № 31 (2014): 5843. http://dx.doi.org/10.1039/c4ob01144a.

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48

Battula, Satyanarayana, Narsaiah Battini, Deepika Singh, and Qazi Naveed Ahmed. "2-Oxo promoted hydrophosphonylation & aerobic intramolecular nucleophilic displacement reaction." Organic & Biomolecular Chemistry 13, no. 32 (2015): 8637–41. http://dx.doi.org/10.1039/c5ob01310k.

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Highly efficient catalyst free methods for the synthesis of α-hydroxy-β-oxo phosphonates (HOP) and α-oxoesters (OE) have been described for the first time. The existence of a 2-oxo group in α-oxoaldehydes (OA) was a key factor in promoting the reaction of the tervalent phosphite form towards activated aldehydes (OA) in the synthesis of HOP.

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49

Suyama, Keitaro, Yoshifumi Sakai, Kazuhiro Matsumoto, Bunnai Saito, and Tsutomu Katsuki. "Highly Enantioselective Hydrophosphonylation of Aldehydes: Base-Enhanced Aluminum-salalen Catalysis." Angewandte Chemie International Edition 49, no. 4 (2009): 797–99. http://dx.doi.org/10.1002/anie.200905158.

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50

Suyama, Keitaro, Yoshifumi Sakai, Kazuhiro Matsumoto, Bunnai Saito, and Tsutomu Katsuki. "Highly Enantioselective Hydrophosphonylation of Aldehydes: Base-Enhanced Aluminum-salalen Catalysis." Angewandte Chemie 122, no. 4 (2009): 809–11. http://dx.doi.org/10.1002/ange.200905158.

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