N,O-, N,N-, N,S-, and N,N,S-Heterocycles with an Exocyclic Amino Group in the Synthesis of 1,5,3,7-Diazadiphosphacyclooctanes

被引:0
|
作者
Spiridonova, Yu. S. [1 ]
Litvinov, I. A. [1 ]
Musina, E. I. [1 ]
Karasik, A. A. [1 ]
机构
[1] Russian Acad Sci, Arbuzov Inst Organ & Phys Chem, FRC Kazan Sci Ctr, Kazan 420111, Russia
关键词
isoxazole; benzimidazole; benzothiazole; thiadiazole; cyclic phosphines; 1; 5; 3; 7-diazadiphosphacyclooctanes; CONSTITUTIONAL DYNAMIC CHEMISTRY; SUPRAMOLECULAR CHEMISTRY; TAUTOMERISM; AMINOMETHYLPHOSPHINES; AMIDINES;
D O I
10.1134/S0012500823600438
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
New 1,5,3,7-diazadiphosphacyclooctanes with N,O-, N,N-, N,S-, and N,N,S-heterocyclic substituents at the nitrogen atoms have been synthesized. The influence of the nature of amines containing sp(2)-hybridized nitrogen atom in the ortho-position of the heterocyclic substituent on the result of Mannich condensation in phosphine-paraformaldehyde-primary amine system has been revealed. The stabilization of intermediate acyclic products-aminomethyl(hydroxymethyl)arylphosphines and bis(aminomethyl)arylphosphines-due to amino-imine tautomerism is responsible for the low yield of the target cyclic diphosphines based on the above amines.
引用
收藏
页码:142 / 148
页数:7
相关论文
共 50 条
  • [21] Uracyl derivatives functionalized with N-, S-, O-heterocycles
    E. S. Krylova
    V. E. Semenov
    I. V. Galyametdinova
    V. D. Akamsin
    D. R. Sharafutdinova
    V. S. Reznik
    Russian Journal of Organic Chemistry, 2011, 47 : 746 - 752
  • [22] Uracyl derivatives functionalized with N-, S-, O-heterocycles
    Krylova, E. S.
    Semenov, V. E.
    Galyametdinova, I. V.
    Akamsin, V. D.
    Sharafutdinova, D. R.
    Reznik, V. S.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 47 (05) : 746 - 752
  • [23] Intramolecular cyclocondensation of α-oxoketene N,N-, N,S- and N,O-acetals: synthesis of novel pyrido[1,2-a]pyrimidinium tetrafluoroborates
    Singh, Okram Mukherjee
    Devi, Laishram Ronibala
    Singh, Thokchom Prasanta
    Ila, Hiriyakkanavar
    ARKIVOC, 2011, : 297 - 309
  • [24] Visible-Light-Mediated Synthesis of N-Acyl-N,O-hemiacetals from Terminal Alkynes: Access to N,N-, N,S-, and N,O-Acetals
    Ganie, Majid Ahmad
    Fayaz, Faheem
    Bhat, Muneer-ul-Shafi
    Rizvi, Masood Ahmad
    Raheem, Shabnam
    Shah, Bhahwal Ali
    ORGANIC LETTERS, 2023, 25 (46) : 8234 - 8239
  • [25] SYNTHESIS AND SOME HERBICIDAL PROPERTIES OF N-(BENZYLIDENEAMINO)-HETEROCYCLES, N-(BENZYLAMINO)-HETEROCYCLES, AND N-(PHENYLAZO)-HETEROCYCLES
    KOLLMEYER, WD
    PILGRAM, KH
    SKILES, RD
    WITTSELL, LE
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1984, 188 (AUG): : 39 - PEST
  • [26] Reactions of N-substituted 3-azabicyclo[3.3.1]nonan-9-ones with N,N-, N,S-, and N,O-binucleophiles
    A. I. Moskalenko
    V. I. Boev
    Russian Journal of Organic Chemistry, 2009, 45 : 1018 - 1023
  • [27] Reactions of N-substituted 3-azabicyclo[3.3.1]nonan-9-ones with N,N-, N,S-, and N,O-binucleophiles
    Moskalenko, A. I.
    Boev, V. I.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 45 (07) : 1018 - 1023
  • [28] Preparation of cyclopenta-fused N-, O-, and S-heterocycles by Lewis acid catalyzed Nazarov reaction
    Bartali, Laura
    Larini, Paolo
    Guarna, Antonio
    Occhiato, Ernesto G.
    SYNTHESIS-STUTTGART, 2007, 11 (11): : 1733 - 1737
  • [30] UNUSUAL CONFORMATIONAL BEHAVIOR OF 3,7-DIHETERA(N,N-;N,O-;N,S-) BICYCLO[3.3.1]NONAN-9-ols VIA NMR ANALYSIS
    Yu, Valentina K.
    Berlin, K. Darrell
    Iskakova, Tynyshtyk K.
    Faskhutdinov, Marat F.
    Praliyev, Kaldybay D.
    Lee, Chengeer P.
    Ten, Assel Yu.
    Malmkova, Aigul Ye.
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2014, 189 (7-8) : 864 - 872