63103-76-4Relevant articles and documents
Palladium-catalyzed C(sp3)–P(III) bond formation reaction with acylphosphines as phosphorus source
Zhang, Mengyue,Ma, Zhichao,Du, Hongguang,Wang, Zhiqian
, (2020/06/29)
Palladium-catalyzed C(sp3)–P(III) bond formation reaction for alkyl substituted phosphines preparation was developed. In this reaction, various alkyl bromides and limited alkyl chlorides reacted with acylphosphine under relative mild and easily accessible condition, and differential phosphines were afforded in good yields. This reaction made up the application of palladium catalysis in C(sp3)–P(III) bond formation, and indicated a practical application of acylphosphine as a phosphination reagent.
Aryl group - A leaving group in arylphosphine oxides
Stankevi?, Marek,Pisklak, Jolanta,W?odarczyk, Katarzyna
, p. 810 - 824 (2016/01/20)
The treatment of triphenylphosphine oxide with organometallic reagents leads to the substitution of up to three phenyl substituents with the incoming carbon nucleophile. The replacement of the phenyl/aryl group in tertiary diarylalkylphosphine oxides or even aryldialkylphosphine oxides was also observed. Naphthyl-substituted phosphine oxides undergo Michael-type addition at the naphthyl group when treated with organolithium reagent.
Copper-catalyzed synthesis of alkylphosphonates from H-phosphonates and N-tosylhydrazones
Miao, Wenjun,Gao, Yuzhen,Li, Xueqin,Gao, Yuxing,Tang, Guo,Zhao, Yufen
, p. 2659 - 2664 (2013/01/15)
A new catalytic system for the alkylation of H-phosphonates and diphenylphosphine oxide with N-tosylhydrazones has been developed. In the presence of copper(I) iodide and base, H-phosphonates react with N-tosylhydrazones to afford the corresponding coupled alkylphosphonates in good to excellent yields without any ligands. Alkylphosphonates can also be prepared in a one-pot process directly from carbonyl compounds without the isolation of tosylhydrazone intermediates.
A novel copper-catalyzed reductive coupling of N-tosylhydrazones with H-phosphorus oxides
Wu, Lei,Zhang, Xiao,Chen, Qing-Qing,Zhou, An-Kun
supporting information, p. 7859 - 7862 (2013/06/27)
We report here a novel C(sp3)-P bonds formation via copper-catalyzed reductive coupling of N-tosylhydrazones with H-phosphorus oxides. A variety of aliphatic and aromatic substrates bearing electron-rich and electron-deficient substituents affords phosphine oxide derivatives with moderate to good yields. This work suggests a new transformation of aldehydes/ketones via N-tosylhydrazones to organophosphorus compounds.
Acceleration of nucleophilic addition to vinylphosphonates and vinyl phosphine oxides by chlorotrimethylsilane
Afarinkia, Kamyar,Binch, Hayley M.,Modi, Chetna
, p. 7419 - 7422 (2007/10/03)
Chlorotrimethylsilane significantly accelerates the conjugate addition of alkyl cuprates to vinylphosphonates.
Mononuclear cobalt carbonyls containing monodentate thiolate or xanthate groups. The structures of PhSCo(CO)2(PPh2OMe)2 and MeOCS2Co(CO)2(PPh2iBu)2
Vastag, Sandor,Marko, Laszlo,Rheingold, Arnold L.
, p. 231 - 238 (2007/10/02)
Complexes of the type PhSCo(CO)2L2 (1; L =phosphine or phosphite) and the complex MeOCS2Co(CO)2(PPh2iBu)2 (5) have been prepared from CoCl26H20, CO, the appriopriate phosphine or phosphite, and PhSH + NaOMe or MeOCS2K, respectively.The crystal structures of 1a (L =PPh2OMe) and 5MeCN have been determined.These compounds are the first structurally characterized cobalt carbonyl complexes containing a monodentate thiolate or xanthate group.
The Stereocontrolled Horner-Wittig Reaction: Synthesis of Disubstituted Alkenes
Buss, Antony D.,Warren, Stuart
, p. 2307 - 2326 (2007/10/02)
Addition of the lithium derivatives of phosphine oxides Ph2P(O)CH2R1 to aldehydes gives erythro adducts (11) with good stereoselectivity.Reduction of α-diphenylphosphinoyl ketones (12) gives threo adducts (11) with even better stereoselectivity.Purification by flash chromatography and/or crystallisation followed by elimination of Ph2PO2 gives pure Z- or E-alkenes with high material conversion.Explanations are offered for the stereoselectivities, conditions defined for full stereochemical control, and guidelines suggested for approaches to a given alkene.
