Reaction of benzyl phenyl ketazine with PCl3: synthesis of substituted 1,2,3-diazaphosphole and its reactions with strong nucleophiles and bases

被引:1
|
作者
Sushev, V. V. [1 ]
Zolotareva, N., V [1 ]
Grishin, M. D. [1 ]
Panova, Yu S. [1 ]
Khristolyubova, A., V [1 ]
Baranov, E., V [1 ]
Fukin, G. K. [1 ]
Kornev, A. N. [1 ]
机构
[1] Russian Acad Sci, GA Razuvaev Inst Organomet Chem, 49 Ul Tropinina, Nizhnii Novgorod 603137, Russia
基金
俄罗斯科学基金会;
关键词
azines; diazadiphosphapentalenes; diazaphospholes; organolithium reagents; cyclic voltammetry; 3A,6A-DIAZA-1,4-DIPHOSPHAPENTALENE; PHOSPHORUS; COORDINATION; FEATURES;
D O I
10.1007/s11172-022-3655-3
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reaction of benzyl phenyl ketazine with PCl3 in tetrahydrofuran affords 2-(1,2-diphenylvinyl)-4,5-diphenyl-2H-[1,2,3]diazaphosphole (1). An unusual 1,3-addition of methyllithium at the nitrogen (N-Li) and phosphorus (P-Me) atoms of diazaphosphole was discovered. The reduction peak potentials of diazaphosphole (1) and the starting ketazine were measured by cyclic voltammetry.
引用
收藏
页码:2272 / 2279
页数:8
相关论文
共 50 条
  • [41] STUDY OF POSSIBILITIES TO GENERALIZE BOBBITTS REACTION .2. SYNTHESIS OF 4-BENZYL ISOQUINOLINES ALKYLATED IN 1 OR IN 3, AND OF ISOQUINOLINES DIFFERENTLY SUBSTITUTED IN 4
    LEJAY, P
    VIEL, C
    ANNALES DE CHIMIE FRANCE, 1977, 2 (03): : 127 - 140
  • [42] Synthesis and characterization of some novel 2-{2-[1-(3-substituted-phenyl)-1H-1,2,3-triazol-4-yl-] ethyl}-1-substituted-1H-benzo [d] imidazole derivatives
    Jadhav, Ganesh R.
    Shaikh, Mohammad U.
    Shingare, Murlidhar S.
    Gill, Charansingh H.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2008, 45 (05) : 1287 - 1291
  • [43] Synthesis, reactions and anthelmintic activity of 1-[benzimidazol-2-yl]-4-formyl-3[2′ (-substituted phenyl) indole-3-yl] pyrazoles
    Sharma, Kanti
    Jain, Renuka
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2012, 51 (10): : 1462 - 1469
  • [44] Oxidative debenzylation and cyclization reaction of certain 1-aryl-5-phenyl-2-S-benzyl-2-isothiobiurets: Direct synthesis of 5-arylimino-2-phenyl-3-oxo-1,2,4-thiadiazolidines
    Bhagat, SK
    Deshmukh, SP
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2000, 9 (03) : 237 - 238
  • [45] Synthesis of 5a-α-tocopheryl azide and its reaction to 1-(5a-α-tocopheryl)-1,2,3-triazols by [2+3]-cycloaddition
    Adelwoehrer, Christian
    Rosenau, Thomas
    Kloser, Elisabeth
    Mereiter, Kurt
    Netscher, Thomas
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (09) : 2081 - 2086
  • [46] Synthesis and Herbicidal Activities of 3-(4-Chloro-2-fluoro-5-substituted phenyl)benzo[d][1,2,3]triazin-4(3H)-one Derivatives
    Hu, Fangzhong
    Cheng, Xinxin
    Niu, Zixia
    Yang, Xiaobing
    Li, Dan
    Wan, Lei
    Li, Junxiao
    Liu, Bin
    Zou, Xiaomao
    Yang, Huazheng
    Li, Bin
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2015, 52 (03) : 793 - 801
  • [47] REACTIONS WITH 3-PYRAZOLIN-5-ONES - SYNTHESIS OF SOME 4-SUBSTITUTED 2,3-DIMETHYL-1-PHENYL-3-PYRAZOLIN-5-ONES
    ELSAKKA, IA
    KANDIL, A
    ELMOGHAYAR, H
    ARCHIV DER PHARMAZIE, 1983, 316 (01) : 76 - 82
  • [48] The Synthesis of Novel 7-(Substituted benzyl)-4,5-dihydro[1,2,3]triazolo[1,5-a]pyrazin-6(7H)-ones via Tandem Ugi-Huisgen Reactions
    Pokhodylo, Nazariy T.
    Tupychak, Mykola A.
    Goreshnik, Evgeny A.
    Obushak, Mykola D.
    SYNTHESIS-STUTTGART, 2022, 55 (06): : 977 - 988
  • [49] Synthesis and application of novel 1,2,3-triazolylferrocene-containing ionic liquid supported on Fe3O4 nanocatalyst in the synthesis of new pyran-substituted Betti bases
    Gholamhosseini-Nazari, Mahdi
    Esmati, Somayeh
    Safa, Kazem D.
    Khataee, Alireza
    Teimuri-Mofrad, Reza
    APPLIED ORGANOMETALLIC CHEMISTRY, 2019, 33 (04)
  • [50] SYNTHESIS, CHARACTERIZATION AND ANTHELMINTIC ACTIVITY OF NOVEL 3-BENZYL-2-(4 '-SUBSTITUTED PHENYL)-4(5H)-(4''-NITROPHENYL AMINO)-1, 3-OXAZOLIDINES DERIVATIVES
    Selvam, Theivendren Panneer
    Ramu, Parthasarathi
    Kumar, Arumugam Siva
    ASIAN JOURNAL OF PHARMACEUTICAL RESEARCH AND HEALTH CARE, 2011, 3 (01) : 9 - 14