Mild and Catalyst-Free Phosphination of Isocyanates with [TBA][P(SiCl3)2] for the Synthesis of Phosphinecarboxamides

A procedure utilizing [TBA][P(SiCl3)(2)] as P source for the synthesis of phosphinecarboxamides is presented. The synthesis involves the reaction of [TBA][P(SiCl3)(2)] with isocyanates. These compounds act as highly effective reagents for the subsequent phosphination of isocyanates, leading to the f...

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Published inAsian journal of organic chemistry Vol. 13; no. 7
Main Authors Xu, Wen-Bo, Li, Ming, Chai, Yao, Tian, Ya-Ling, Wang, Xi-Cun, Quan, Zheng-Jun
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 01.07.2024
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
HYDROPHOSPHINATION
ALKENYLPHOSPHINES
Phosphination
Phosphinecarboxamide
SCOPE
COMPLEXES
ALKYNES
CARBODIIMIDES
ALKENES
CARBAMOYLPHOSPHONATES
LIGANDS
Organophosphine compounds
Inorganic phosphorus
Online AccessGet more information
ISSN2193-5807
2193-5815
DOI10.1002/ajoc.202400178

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Abstract A procedure utilizing [TBA][P(SiCl3)(2)] as P source for the synthesis of phosphinecarboxamides is presented. The synthesis involves the reaction of [TBA][P(SiCl3)(2)] with isocyanates. These compounds act as highly effective reagents for the subsequent phosphination of isocyanates, leading to the formation of phosphine(triscarboxamides). This reaction proceeds swiftly under mild and straightforward conditions, making it suitable for a wide range of commercially available isocyanates.
AbstractList A procedure utilizing [TBA][P(SiCl3)(2)] as P source for the synthesis of phosphinecarboxamides is presented. The synthesis involves the reaction of [TBA][P(SiCl3)(2)] with isocyanates. These compounds act as highly effective reagents for the subsequent phosphination of isocyanates, leading to the formation of phosphine(triscarboxamides). This reaction proceeds swiftly under mild and straightforward conditions, making it suitable for a wide range of commercially available isocyanates.
Author Li, Ming
Xu, Wen-Bo
Quan, Zheng-Jun
Tian, Ya-Ling
Chai, Yao
Wang, Xi-Cun
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  givenname: Ya-Ling
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  givenname: Zheng-Jun
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  organization: Northwest Normal Univ, Coll Chem & Chem Engn, Gansu Int Sci & Technol Cooperat Base Water Retent, Lanzhou 730070, Gansu, Peoples R China
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Cites_doi 10.1021/acs.chemrev.8b00081
10.1126/science.aat1206
10.1039/d1dt04223h
10.1002/anie.202108295
10.1039/c7cc01285c
10.1021/acscatal.2c02199
10.1039/d2ob02285k
10.1021/ja4115693
10.1039/c7dt00226b
10.1039/c9qo00304e
10.1002/anie.201701051
10.1021/acs.chemrev.8b00261
10.1021/jacs.9b01475
10.1039/d1dt02706a
10.1021/jacs.2c05248
10.1021/acs.chemrev.9b00682
10.1039/c5sc02746b
10.1002/adsc.202000511
10.1002/adsc.201800303
10.1055/s-0037-1611364
10.1021/om300807k
10.1039/c9cc08329d
10.1021/jo061739f
10.1039/c4cc06094f
10.1016/j.tetlet.2004.10.098
10.1039/c5cs00469a
10.1111/pbi.14040
10.1002/anie.201502041
10.1002/ejic.202200064
10.1039/d0dt01908a
10.1039/c8nj05739g
10.1002/ejoc.201700867
10.1021/acs.inorgchem.7b02248
10.1021/jacs.3c00885
10.1021/ol8028466
10.1186/s12870-024-04818-x
10.1021/acscatal.9b01913
10.1039/c7dt02305g
10.1039/b706137d
10.1002/ajoc.202200124
10.1039/c8dt00544c
10.1021/acs.organomet.5b00628
10.1016/j.tetlet.2005.05.128
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Issue 7
Keywords HYDROPHOSPHINATION
ALKENYLPHOSPHINES
Phosphination
Phosphinecarboxamide
SCOPE
COMPLEXES
ALKYNES
CARBODIIMIDES
ALKENES
CARBAMOYLPHOSPHONATES
LIGANDS
Organophosphine compounds
Inorganic phosphorus
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PublicationTitle Asian journal of organic chemistry
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References Trepohl, VT (WOS:000248566300029) 2007
Zhang, BY (WOS:000713276600001) 2021; 50
Navrátil, M (WOS:000544124600020) 2020; 49
Zhang, Y (WOS:000419419700021) 2018; 57
Palberg, D (WOS:001164026300002) 2024; 24
Hayashi, M (WOS:000242123900038) 2006; 71
Gu, XX (WOS:000362056400013) 2015; 34
Faria, EN (WOS:000404466200027) 2017; 53
Itazaki, M (WOS:000505224200024) 2020; 56
Batrice, RJ (WOS:000368835300012) 2016; 7
Wu, YH (WOS:000435259000019) 2018; 360
Guo, HC (WOS:000448754700002) 2018; 118
Hou, F (WOS:000573859900001) 2020; 362
Karmel, ISR (WOS:000363397300030) 2015; 54
Le Corre, G (WOS:000708950300001) 2021; 60
Schwamm, RJ (WOS:000395864200002) 2017; 46
Clevenger, AL (WOS:000550644700009) 2020; 120
Wang, L (WOS:000949563900001) 2023; 21
Wu, QL (WOS:000459941000047) 2019; 43
tpnika, P. (001229678100001.10) 2012; 41
Le Corre, G (WOS:000753505200001) 2022; 51
Xu, DY (WOS:000468001500019) 2019; 6
Schwamm, RJ (WOS:000772675900001) 2022; 2022
Hayashi, M (WOS:000225382700003) 2004; 45
Wu, YH (WOS:000412595500009) 2017; 2017
Li, WB (WOS:000372255400009) 2016; 45
Perry, GL (WOS:000954605200001) 2023; 145
Hayashi, M (WOS:000246682000027) 2007; 36
Ni, HZ (WOS:000446142400017) 2018; 118
Downie, TMH (WOS:000818693000001) 2022; 12
Trepohl, VT (WOS:000263776200013) 2009; 11
Geier, SJ (WOS:000408696800015) 2017; 46
Hayashi, M (WOS:000230525800007) 2005; 46
Jupp, AR (WOS:000329137300022) 2013; 135
Gesson, MB (WOS:000838488400001) 2022; 144
Geeson, MB (WOS:000342887100011) 2014; 50
Chen, XG (WOS:000453250700011) 2019; 30
Beddoe, SVF (WOS:000444187700002) 2018; 47
Protasiewicz, JD (WOS:000428043600024) 2018; 359
Xu, J (WOS:000474812400065) 2019; 9
Behrle, AC (WOS:000316094900003) 2013; 32
Wang, WP (WOS:000829915800001) 2022; 11
BUCKLER, SA (WOS:A1959WM13500019) 1959; 24
Geeson, MB (WOS:000465188800034) 2019; 141
Sharpe, HR (WOS:000398576000029) 2017; 56
Luo, H (WOS:000943925100001) 2023; 21
References_xml – volume: 118
  start-page: 10049
  year: 2018
  ident: WOS:000448754700002
  article-title: Phosphine Organocatalysis
  publication-title: CHEMICAL REVIEWS
  doi: 10.1021/acs.chemrev.8b00081
– volume: 359
  start-page: 1333
  year: 2018
  ident: WOS:000428043600024
  article-title: From rock-stable to reactive phosphorus
  publication-title: SCIENCE
  doi: 10.1126/science.aat1206
– volume: 51
  start-page: 3497
  year: 2022
  ident: WOS:000753505200001
  article-title: Simple conversion of trisodium phosphide, Na3P, into silyl- and cyanophosphides and the structure of a terminal silver phosphide
  publication-title: DALTON TRANSACTIONS
  doi: 10.1039/d1dt04223h
– volume: 60
  start-page: 24817
  year: 2021
  ident: WOS:000708950300001
  article-title: Cyano(triphenylsilyl)phosphanide as a Building Block for P,C,N Conjugated Molecules
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  doi: 10.1002/anie.202108295
– volume: 53
  start-page: 7092
  year: 2017
  ident: WOS:000404466200027
  article-title: Amino acid functionalisation using the 2-phosphaethynolate anion. A facile route to (phosphanyl)carbonyl-amino acids
  publication-title: CHEMICAL COMMUNICATIONS
  doi: 10.1039/c7cc01285c
– volume: 12
  start-page: 8214
  year: 2022
  ident: WOS:000818693000001
  article-title: A Copper(I) Platform for One-Pot P-H Bond Formation and Hydrophosphination of Heterocumulenes
  publication-title: ACS CATALYSIS
  doi: 10.1021/acscatal.2c02199
– volume: 21
  start-page: 2499
  year: 2023
  ident: WOS:000943925100001
  article-title: Direct synthesis of phosphorotrithioates from [TBA][P(SiCl3)2] and disulfides
  publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY
  doi: 10.1039/d2ob02285k
– volume: 135
  start-page: 19131
  year: 2013
  ident: WOS:000329137300022
  article-title: Phosphinecarboxamide: A Phosphorus-Containing Analogue of Urea and Stable Primary Phosphine
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja4115693
– volume: 46
  start-page: 2068
  year: 2017
  ident: WOS:000395864200002
  article-title: Hydrophosphination-type reactivity promoted by bismuth phosphanides: scope and limitations
  publication-title: DALTON TRANSACTIONS
  doi: 10.1039/c7dt00226b
– volume: 6
  start-page: 1681
  year: 2019
  ident: WOS:000468001500019
  article-title: Carboxylate phosphabetaine as a bifunctional organocatalyst for the intramolecular ring opening of oxetane
  publication-title: ORGANIC CHEMISTRY FRONTIERS
  doi: 10.1039/c9qo00304e
– volume: 41
  start-page: 4273
  year: 2012
  ident: 001229678100001.10
  publication-title: Chem. Soc. Rev
– volume: 56
  start-page: 4845
  year: 2017
  ident: WOS:000398576000029
  article-title: Iron(II)-Catalyzed Hydrophosphination of Isocyanates
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  doi: 10.1002/anie.201701051
– volume: 118
  start-page: 9344
  year: 2018
  ident: WOS:000446142400017
  article-title: Phosphine-Catalyzed Asymmetric Organic Reactions
  publication-title: CHEMICAL REVIEWS
  doi: 10.1021/acs.chemrev.8b00261
– volume: 141
  start-page: 6375
  year: 2019
  ident: WOS:000465188800034
  article-title: Orthophosphate and Sulfate Utilization for C-E (E = P, S) Bond Formation via Trichlorosilyl Phosphide and Sulfide Anions
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/jacs.9b01475
– volume: 50
  start-page: 15488
  year: 2021
  ident: WOS:000713276600001
  article-title: An efficient catalytic method for hydrophosphination of heterocumulenes with diethylzinc as precatalyst without a solvent
  publication-title: DALTON TRANSACTIONS
  doi: 10.1039/d1dt02706a
– volume: 144
  start-page: 14452
  year: 2022
  ident: WOS:000838488400001
  article-title: Photochemical Alkene Hydrophosphination with Bis(trichlorosilyl)phosphine
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/jacs.2c05248
– volume: 120
  start-page: 6124
  year: 2020
  ident: WOS:000550644700009
  article-title: Trends in the Usage of Bidentate Phosphines as Ligands in Nickel Catalysis
  publication-title: CHEMICAL REVIEWS
  doi: 10.1021/acs.chemrev.9b00682
– volume: 7
  start-page: 939
  year: 2016
  ident: WOS:000368835300012
  article-title: Catalytic insertion of E-H bonds (E = C, N, P, S) into heterocumulenes by amido-actinide complexes
  publication-title: CHEMICAL SCIENCE
  doi: 10.1039/c5sc02746b
– volume: 362
  start-page: 4755
  year: 2020
  ident: WOS:000573859900001
  article-title: Disulfide Promoted C-P Bond Cleavage of Phosphoramide: "P" Surrogates to Synthesize Phosphonates and Phosphinates
  publication-title: ADVANCED SYNTHESIS & CATALYSIS
  doi: 10.1002/adsc.202000511
– volume: 360
  start-page: 2382
  year: 2018
  ident: WOS:000435259000019
  article-title: Iodine-Promoted Rapid Construction of Carbamoylphosphonates from Phosphinecarboxamides
  publication-title: ADVANCED SYNTHESIS & CATALYSIS
  doi: 10.1002/adsc.201800303
– volume: 30
  start-page: 73
  year: 2019
  ident: WOS:000453250700011
  article-title: Cesium Carbonate-Promoted P-Alkylation of Phosphinecarboxamides
  publication-title: SYNLETT
  doi: 10.1055/s-0037-1611364
– volume: 32
  start-page: 1141
  year: 2013
  ident: WOS:000316094900003
  article-title: Insertion Reactions and Catalytic Hydrophosphination of Heterocumulenes using α-Metalated N,N-Dimethylbenzylamine Rare-Earth-Metal Complexes
  publication-title: ORGANOMETALLICS
  doi: 10.1021/om300807k
– volume: 56
  start-page: 443
  year: 2020
  ident: WOS:000505224200024
  article-title: Convenient synthesis of phosphinecarboxamide and phosphinecarbothioamide by hydrophosphination of isocyanates and isothiocyanates
  publication-title: CHEMICAL COMMUNICATIONS
  doi: 10.1039/c9cc08329d
– volume: 71
  start-page: 9248
  year: 2006
  ident: WOS:000242123900038
  article-title: Regio- and stereoselective synthesis of alkenylphosphines: A rhodium-catalyzed hydrophosphination of alkynes using a silylphosphine
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  doi: 10.1021/jo061739f
– volume: 50
  start-page: 12281
  year: 2014
  ident: WOS:000342887100011
  article-title: On the coordination chemistry of phosphinecarboxamide: assessing ligand basicity
  publication-title: CHEMICAL COMMUNICATIONS
  doi: 10.1039/c4cc06094f
– volume: 45
  start-page: 9167
  year: 2004
  ident: WOS:000225382700003
  article-title: Fluoride-mediated phosphination of alkenes and alkynes by silylphosphines
  publication-title: TETRAHEDRON LETTERS
  doi: 10.1016/j.tetlet.2004.10.098
– volume: 24
  start-page: 1460
  year: 1959
  ident: WOS:A1959WM13500019
  article-title: REACTION OF PHOSPHINE WITH ISOCYANATES
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
– volume: 45
  start-page: 1657
  year: 2016
  ident: WOS:000372255400009
  article-title: Recent developments in the synthesis and utilization of chiral β-aminophosphine derivatives as catalysts or ligands
  publication-title: CHEMICAL SOCIETY REVIEWS
  doi: 10.1039/c5cs00469a
– volume: 21
  start-page: 1373
  year: 2023
  ident: WOS:000949563900001
  article-title: Engineering microalgae for water phosphorus recovery to close the phosphorus cycle
  publication-title: PLANT BIOTECHNOLOGY JOURNAL
  doi: 10.1111/pbi.14040
– volume: 54
  start-page: 12422
  year: 2015
  ident: WOS:000363397300030
  article-title: Actinide-Mediated Catalytic Addition of E-H Bonds (E = N, P, S) to Carbodiimides, Isocyanates, and Isothiocyanates
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  doi: 10.1002/anie.201502041
– volume: 2022
  start-page: ARTN e202200064
  year: 2022
  ident: WOS:000772675900001
  article-title: Catalytic Hydrophosphination of Isocyanates by Molecular Antimony Phosphanides
  publication-title: EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
  doi: 10.1002/ejic.202200064
– volume: 49
  start-page: 8645
  year: 2020
  ident: WOS:000544124600020
  article-title: Novel ferrocenyl functionalised phosphinecarboxamides: synthesis, characterisation and coordination
  publication-title: DALTON TRANSACTIONS
  doi: 10.1039/d0dt01908a
– volume: 43
  start-page: 1531
  year: 2019
  ident: WOS:000459941000047
  article-title: Electrochemically driven P-H oxidation and functionalization: synthesis of carbamoylphosphonates from phosphoramides and alcohols
  publication-title: NEW JOURNAL OF CHEMISTRY
  doi: 10.1039/c8nj05739g
– volume: 2017
  start-page: 5546
  year: 2017
  ident: WOS:000412595500009
  article-title: Mechanochemical Synthesis of Phosphinecarboxamides by Reaction of 2-Phosphaethynolate Anion and Amines under Acid-Free Conditions: A Combined Scope and Mechanism Investigation
  publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
  doi: 10.1002/ejoc.201700867
– volume: 57
  start-page: 139
  year: 2018
  ident: WOS:000419419700021
  article-title: Neutral and Cationic Zirconium Complexes Bearing Multidentate Aminophenolato Ligands for Hydrophosphination Reactions of Alkenes and Heterocumulenes
  publication-title: INORGANIC CHEMISTRY
  doi: 10.1021/acs.inorgchem.7b02248
– volume: 145
  start-page: 7005
  year: 2023
  ident: WOS:000954605200001
  article-title: Tris(bicyclo[1.1.1]pentyl)phosphine: An Exceptionally Small Tri-tert- alkylphosphine and Its Bis-Ligated Pd(0) Complex
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/jacs.3c00885
– volume: 11
  start-page: 1091
  year: 2009
  ident: WOS:000263776200013
  article-title: Palladium(II)-Catalyzed Conjugate Phosphination of Electron-Deficient Acceptors
  publication-title: ORGANIC LETTERS
  doi: 10.1021/ol8028466
– volume: 24
  start-page: ARTN 119
  year: 2024
  ident: WOS:001164026300002
  article-title: Impact of glyphosate and glyphosate-based herbicides on phyllospheric Methylobacterium
  publication-title: BMC PLANT BIOLOGY
  doi: 10.1186/s12870-024-04818-x
– volume: 9
  start-page: 6461
  year: 2019
  ident: WOS:000474812400065
  article-title: Monophosphine Ligands Promote Pd-Catalyzed C-S Cross-Coupling Reactions at Room Temperature with Soluble Bases
  publication-title: ACS CATALYSIS
  doi: 10.1021/acscatal.9b01913
– volume: 46
  start-page: 10876
  year: 2017
  ident: WOS:000408696800015
  article-title: The phosphinoboration of carbodiimides, isocyanates, isothiocyanates and CO2
  publication-title: DALTON TRANSACTIONS
  doi: 10.1039/c7dt02305g
– volume: 36
  start-page: 634
  year: 2007
  ident: WOS:000246682000027
  article-title: Synthesis of highly functionalized alkenylphosphines by Lewis acid-mediated silylphosphination of substituted propiolates
  publication-title: CHEMISTRY LETTERS
– start-page: 3300
  year: 2007
  ident: WOS:000248566300029
  article-title: Rhodium(I)-catalysed conjugate phosphination of cyclic α,β-unsaturated ketones with silylphosphines as masked phosphinides
  publication-title: CHEMICAL COMMUNICATIONS
  doi: 10.1039/b706137d
– volume: 11
  start-page: ARTN e202200124
  year: 2022
  ident: WOS:000829915800001
  article-title: Synthesis of P-Arylphosphinecarboxamide Derivatives by Addition of N-Arylphosphinecarboxamides with Aryne Precursors
  publication-title: ASIAN JOURNAL OF ORGANIC CHEMISTRY
  doi: 10.1002/ajoc.202200124
– volume: 47
  start-page: 9221
  year: 2018
  ident: WOS:000444187700002
  article-title: Phosphinecarboxamide as an unexpected phosphorus precursor in the chemical vapour deposition of zinc phosphide thin films
  publication-title: DALTON TRANSACTIONS
  doi: 10.1039/c8dt00544c
– volume: 34
  start-page: 4553
  year: 2015
  ident: WOS:000362056400013
  article-title: Synthesis of Bis(NHC)-Based CNC-Pincer Rare-Earth-Metal Amido Complexes and Their Application for the Hydrophosphination of Heterocumulenes
  publication-title: ORGANOMETALLICS
  doi: 10.1021/acs.organomet.5b00628
– volume: 46
  start-page: 5135
  year: 2005
  ident: WOS:000230525800007
  article-title: Fluoride-catalyzed three-component coupling reaction of a silylphosphine, activated alkenes and aldehydes
  publication-title: TETRAHEDRON LETTERS
  doi: 10.1016/j.tetlet.2005.05.128
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Snippet A procedure utilizing [TBA][P(SiCl3)(2)] as P source for the synthesis of phosphinecarboxamides is presented. The synthesis involves the reaction of...
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SourceType Enrichment Source
Index Database
SubjectTerms Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
Title Mild and Catalyst-Free Phosphination of Isocyanates with [TBA][P(SiCl3)2] for the Synthesis of Phosphinecarboxamides
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