Synthesis of 5,11-dialkyl-5,6,11,12-tetrahydro-6,12-epoxydibenzo[b,f][1,5]diazocines from 2-alkylaminobenzaldehydes

被引:0
|
作者
Ivanov, Dmitry S. [1 ]
Zaitseva, Elvira R. [1 ]
Smirnov, Alexander Yu [1 ,2 ]
Baleeva, Nadezhda S. [1 ,2 ]
Baranov, Mikhail S. [1 ,2 ]
机构
[1] Russian Acad Sci, Shemyakin Ovchinnikov Inst Bioorgan Chem, 16-10 Miklukho Maklaya St,GSP 7, Moscow 117997, Russia
[2] Pirogov Russian Natl Res Med Univ, Minist Hlth & Social Dev Russian Federat, 1 Ostrovityanova St, Moscow 117997, Russia
基金
俄罗斯科学基金会;
关键词
2-alkylaminobenzaldehydes; tetrahydrodiazocines; Troger's base; acidic catalysis; TROGERS BASE; BINDING;
D O I
10.1007/s10593-022-03097-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple methodology was developed for the synthesis of 5,11-dialkyl-5,6,11,12-tetrahydro-6,12-epoxydibenzo[b,f][1,5]diazocines by treatment of the respective 2-alkylaminobenzaldehydes with hydrogen chloride solution in dioxane at room temperature.
引用
收藏
页码:354 / 357
页数:4
相关论文
共 50 条
  • [1] Synthesis of 5,11-dialkyl-5,6,11,12-tetrahydro-6,12-epoxydibenzo[b,f][1,5]diazocines from 2-alkylaminobenzaldehydes
    Dmitry S. Ivanov
    Elvira R. Zaitseva
    Alexander Yu. Smirnov
    Nadezhda S. Baleeva
    Mikhail S. Baranov
    [J]. Chemistry of Heterocyclic Compounds, 2022, 58 : 354 - 357
  • [2] 6,12-DIPHENYLDIBENZO[B,F][1,5]DIAZOCINES
    METLESIC.W
    RESNICK, T
    SILVERMA.G
    TAVARES, R
    STERNBAC.LH
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1966, 9 (04) : 633 - &
  • [3] The 2,8-Dibromo-6H,12H-6,12-epoxydibenzo[b,f][1,5]dioxocine
    Aitken, R. Alan
    Cordes, David B.
    Ler, An Jie
    Mckay, Aidan P.
    [J]. MOLBANK, 2023, 2023 (03)
  • [4] STUDIES IN LARGE RING COMPOUNDS .5. SYNTHESIS OF 6,12-DIPHENYLDIBENZO[B,F][1,5]DIAZOCINES
    WAKANKAR, DM
    HOSANGADI, BD
    [J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1980, 19 (08): : 703 - 704
  • [5] Synthesis and x-ray crystallographic study of 6,12-epiiminodibenzo[b,f][1,5]diazocines
    Molina, P
    Arques, A
    Tárraga, A
    Obón, MD
    Foces-Foces, C
    Jagerovic, N
    Elguero, J
    [J]. TETRAHEDRON, 1998, 54 (5-6) : 997 - 1004
  • [6] DERIVATIVES OF 5,6,11,12-TETRAHYDRODIBENZO=B,F'=1,4'DIAZOCINE AND 5,6,11,12-TETRAHYDRODIBENZO=B,F'=1,5'DIAZOCINE
    HARPER, NJ
    SPRAKE, JM
    [J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (06): : 882 - &
  • [7] SYNTHESIS OF UNSYMMETRICALLY SUBSTITUTED 6,12-DIARYLDIBENZO[B,F][1,5]DIAZOCINES AND THEIR PRECURSOR SCHIFF-BASES
    ACHARYA, BP
    RAO, YR
    [J]. SYNTHESIS-STUTTGART, 1986, (04): : 324 - 326
  • [8] A FACILE SYNTHESIS OF 2,4,8,10-TETRAHALO-6,12-DIARYLDIBENZO[B,F][1,5]DIAZOCINES
    BORUAH, RC
    SANDHU, JS
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1988, 25 (02) : 459 - 462
  • [9] Synthesis of 5,6,11,12-tetrahydrodibenzo[b,f][1,5]diazocines and a demonstration of their reactivity to afford methano strap-modified Troger's base analogues
    Mahon, Andrew B.
    Craig, Donald C.
    Try, Andrew C.
    [J]. ARKIVOC, 2008, : 148 - +
  • [10] SYNTHESIS OF 2,8-DISUBSTITUTED-6,12-DIPHENYLDIBENZO[B,F][1,5]-DIAZOCINES AS POSSIBLE CNS DRUGS
    KULKARNI, YD
    BISHNOI, A
    DUA, PR
    [J]. JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1990, 67 (01) : 48 - 51