A convenient synthesis and structure of N-trifluoromethylsulfonylamidines

被引:17
|
作者
Shainyan, Bagrat A. [1 ]
Meshcheryakov, Vladimir I. [1 ]
Sterkhova, Irina V. [1 ]
机构
[1] Russian Acad Sci, AE Favorsky Irkutsk Inst Chem, Siberian Div, Irkutsk 664033, Russia
基金
俄罗斯基础研究基金会;
关键词
Trifluoromethanesulfonamide; N-Trifluoromethylsulfonylamidines; X-ray; SUBSTITUTED AMIDINES; FORMYLATION; AMINE;
D O I
10.1016/j.tet.2015.08.008
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple one-step protocol for preparing N-trifluoromethylsulfonylamidines from N-sulfinyltrifluoro methanesulfonamide and N-formylated secondary amines is described. X-ray, NMR and potentiometric studies show strong conjugation in the amidine motif >N-CH=N- and low basicity of the nitrogen atoms. (c) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7906 / 7910
页数:5
相关论文
共 50 条
  • [1] A CONVENIENT SYNTHESIS OF SECONDARY N,N'-DIMETHYLALKANEDIAMINES
    DEVINSKY, F
    LACKO, I
    KRASNEC, L
    SYNTHESIS-STUTTGART, 1980, (04): : 303 - 305
  • [2] A CONVENIENT SYNTHESIS OF N,N'-ACYLATED PERIMIDONES
    IBRAHIM, MR
    FATAFTAH, ZA
    HAMED, OA
    JARRAR, AA
    JOURNAL OF CHEMICAL AND ENGINEERING DATA, 1987, 32 (01): : 128 - 130
  • [3] CONVENIENT SYNTHESIS OF N,N,N]-TRISUBSTITUTED FORMAMIDINES
    NEUMEYER, JL
    JOURNAL OF PHARMACEUTICAL SCIENCES, 1964, 53 (12) : 1539 - &
  • [4] A convenient synthesis of N,N',N''-trisubstituted diethylenetriamines
    Agaeva, Milana U.
    Mankaev, Badma N.
    Filippenko, Vladislav I.
    Serova, Valeriia A.
    Egorov, Mikhail P.
    Karlov, Sergey S.
    MENDELEEV COMMUNICATIONS, 2023, 33 (02) : 157 - 159
  • [5] A CONVENIENT SYNTHESIS OF CARBAMOYLMETHYLPHOSPHINES - X-RAY STRUCTURE OF (DIPHENYLPHOSPHINO)-N,N-DIPHENYLACETAMIDE
    MATT, D
    SUTTERBEYDOUN, N
    ELAMIRI, A
    BRUNETTE, JP
    BRIARD, P
    GRANDJEAN, D
    INORGANICA CHIMICA ACTA, 1993, 208 (01) : 5 - 8
  • [6] CONVENIENT SYNTHESIS OF N-ISOTHIOCYANATOIMINES
    BERG, C
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1974, (04) : 122 - 123
  • [7] A CONVENIENT SYNTHESIS OF N-ACETYLLACTOSAMINE
    ALAIS, J
    VEYRIERES, A
    CARBOHYDRATE RESEARCH, 1981, 93 (01) : 164 - 165
  • [8] CONVENIENT SYNTHESIS OF N-NORATROPINE
    PFISTER, JR
    JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (22): : 4373 - 4374
  • [9] CONVENIENT SYNTHESIS OF N-ALKYLHYDROXYLAMINES
    FEUER, H
    VINCENT, BF
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (19) : 3771 - &
  • [10] A CONVENIENT SYNTHESIS OF N-TOSYLIMINES
    TROST, BM
    MARRS, C
    JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (22): : 6468 - 6470