58971-87-2Relevant academic research and scientific papers
Visible-Light-Promoted Formation of C—C and C—P Bonds Derived from Evolution of Bromoalkynes under Additive-Free Conditions: Synthesis of 1,1-Dibromo-1-en-3-ynes and Alkynylphosphine Oxides
Xu, Hailong,Chen, Rui,Ruan, Hongjie,Ye, Ruyi,Meng, Ling-Guo
, p. 873 - 878 (2021/03/04)
The controllable achievement of C—C and C—P bond formations is developed via visible-light-promoted bromoalkyne dimerization or its further transformation with secondary phosphine oxides. The 1,1-dibromo-1-en-3-ynes are formed when bromoalkyne is exposed to visible-light. While alkynylphosphine oxides are generated when bromoalkynes are mixed with secondary phosphine oxides.
Azobisisobutyronitrile-Initiated Oxidative C-H Functionalization of Simple Alcohols with Diaryl(arylethynyl)phosphine Oxides: A Metal-Free Approach toward Hydroxymethyl Benzo[ b]phosphole Oxides and 6 H-Indeno[2,1- b]phosphindole 5-Oxide Derivatives
Guo, Jiami,Mao, Chenlu,Deng, Bin,Ye, Liyi,Yin, Yingwu,Gao, Yuxing,Tu, Song
, p. 6359 - 6371 (2020/07/14)
The first metal-free and facile radical addition/cyclization of simple alcohols with diaryl(arylethynyl)phosphine oxides has been described with azobisisobutyronitrile as a radical initiator, affording an efficient and one-pot procedure to access a new cl
Additive-free coupling of bromoalkynes with secondary phosphine oxides to generate alkynylphosphine oxides in acetic anhydride
Ruan, Hongjie,Meng, Ling-Guo,Xu, Hailong,Liang, Yuqing,Wang, Lei
supporting information, p. 1087 - 1090 (2020/02/22)
A coupling of bromoalkynes with secondary phosphine oxides was developed for the synthesis of alkynylphosphine oxides. This transformation was accomplished under additive-free conditions in acetic anhydride (Ac2O). The reaction could be carried out under mild conditions, and a wide range of secondary phosphine oxides were obtained in good yields.
Selective P?C(sp3) Bond Cleavage and Radical Alkynylation of α-Phosphorus Alcohols by Photoredox Catalysis
Jia, Kunfang,Li, Junzhao,Chen, Yiyun
, p. 3174 - 3177 (2018/02/09)
Herein the first P?C(sp3) bond cleavage and radical alkynylation of α-phosphorus alcohols to construct phosphonoalkynes is reported. The phosphorus radical is generated upon P?C bond cleavage reaction via the alkoxyl radical through photoredox catalysis with cyclic iodine(III) reagents. Various arylphosphinoyl-, alkylphosphinoyl-, phosphonate-, and phosphonic amide alcohols serve as radical phosphorus precursors to construct phosphonoalkynes for the first time.
Silver-Free Direct Synthesis of Alkynylphosphine Oxides via spC-H/P(O)-H Dehydrogenative Coupling Catalyzed by Palladium
Zhang, Jian-Qiu,Chen, Tieqiao,Zhang, Ji-Shu,Han, Li-Biao
supporting information, p. 4692 - 4695 (2017/09/11)
A silver-free palladium-catalyzed dehydrogenative phosphorylation of terminal alkynes with hydrogen phosphine oxides has been developed. Both aromatic and aliphatic terminal alkynes including those bearing functional groups coupled readily with hydrogen phosphine oxides, producing the corresponding value-added alkynylphosphine oxides in good to excellent yields. This reaction could be easily conducted at gram scales (10 mmol) without any decrease of the reaction efficiency, showing highly potential synthetic value in organic synthesis. A plausible Pd(0)/Pd(II) mechanism is proposed.
Catalyst- and Oxidant-Free Desulfonative C?P Couplings for the Synthesis of Phosphine Oxides and Phosphonates
Guo, Hong-Mei,Zhou, Quan-Quan,Jiang, Xuan,Shi, De-Qing,Xiao, Wen-Jing
supporting information, p. 4141 - 4146 (2017/10/09)
An efficient and practical approach towards phosphine oxides and phosphonates has been successfully developed through the desulfonative coupling of various sulfones with secondary phosphine oxides and phosphites. This protocol features simple experimental
Silver-Mediated Selective Oxidative Cross-Coupling between C-H/P-H: A Strategy to Construct Alkynyl(diaryl)phosphine Oxide
Wang, Tao,Chen, Songtao,Shao, Ailong,Gao, Meng,Huang, Yangfei,Lei, Aiwen
, p. 118 - 121 (2015/07/28)
(Formula Presented) A direct oxidative cross-coupling between terminal alkynes and secondary phosphine oxides was developed. This approach provides an efficient way to construct alkynyl di(phenyl) phosphine oxides from basic materials, and in this process
Palladium-catalyzed dehydrogenative coupling of terminal alkynes with secondary phosphine oxides
Yang, Jia,Chen, Tieqiao,Zhou, Yongbo,Yin, Shuangfeng,Han, Li-Biao
supporting information, p. 3549 - 3551 (2015/03/30)
The dehydrogenative coupling of terminal alkynes with secondary phosphine oxides is developed. In the presence of a silver additive, palladium acetate could efficiently catalyze the dehydrocoupling of secondary phosphine oxides with a variety of terminal alkynes to produce the corresponding alkynylphosphine oxides in high yields. A reaction mechanism is proposed. This journal is
Copper-catalyzed C-P coupling through decarboxylation
Hu, Jie,Zhao, Ning,Yang, Bin,Wang, Ge,Guo, Li-Na,Liang, Yong-Min,Yang, Shang-Dong
supporting information; experimental part, p. 5516 - 5521 (2011/06/21)
An acid for a phosphine: A versatile protocol for preparation of various di(phenyl)phosphoryl oxides was developed by copper-catalyzed decarboxylative coupling of alkenyl, alkynyl carboxylic acids, and N-benzylproline, respectively, with R2P(O)
Palladium-complex-catalyzed regioselective Markovnikov addition reaction and dehydrogenative double phosphinylation to terminal alkynes with diphenylphosphine oxide
Dobashi, Naotomo,Fuse, Kouichiro,Hoshino, Takako,Kanada, Jun,Kashiwabara, Taigo,Kobata, Chihiro,Nune, Satish Kumar,Tanaka, Masato
, p. 4669 - 4673 (2008/03/12)
Palladium-1,2-bis(diphenylphosphino)ethane complex catalyzes regioselective Markovnikov addition of diphenylphosphine oxide to terminal alkynes in propionitrile, while the use of triarylphopshines, di(o-tolyl)phenylphosphine in particular, as the ligand l
