A green synthesis in water of novel (1,5,3-dithiazepan-3-yl)alkanoic acids by the multicomponent reaction of amino acids, O, and 1,2-ethanedithiol

被引:0
作者
Khabibullina, Guzel R. [1 ]
Fedotova, Ekaterina S. [1 ]
Akhmetova, Vnira R. [1 ]
Mesheryakova, Ekaterina S. [1 ]
Khalilov, Leonard M. [1 ]
Ibragimov, Askhat G. [1 ]
机构
[1] Russian Acad Sci, Inst Petrochem & Catalysis, 141 Prospekt Oktyabrya, Ufa 450075, Russia
基金
俄罗斯基础研究基金会;
关键词
Multicomponent reaction; MRCs; Amino acids; (1,5,3-Dithiazepan-3-yl)alkanoic acids; Water; Green synthesis; ONE-POT SYNTHESIS; FUNGICIDAL ACTIVITY; ORGANIC-SYNTHESIS; DERIVATIVES; BIS-1,5,3-DITHIAZEPANES; HETEROCYCLES; FORMALDEHYDE; CATALYSTS;
D O I
10.1007/s11030-016-9656-0
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A library of new (1,5,3-dithiazepan-3-yl)alkanoic acids was prepared by the multicomponent cyclocondensation of amino acids, formaldehyde, and 1,2-ethanedithiol in water at room temperature for 1 to 5 h in high yields. This green procedure offers several advantages such as an operational simplicity, no catalyst, and no production of hazardous materials.
引用
收藏
页码:557 / 565
页数:9
相关论文
共 49 条
[1]  
Acton Q.A., 2013, PESTICIDES ADV RES A
[2]   One-pot synthesis of bis-1,5,3-dithiazepanes and their sorption properties toward silver(I) and palladium(II) [J].
Akhmetova, V. R. ;
Anpilogova, G. R. ;
Khabibullina, G. R. ;
Akhmadiev, N. S. ;
Ibragimov, A. G. .
RUSSIAN JOURNAL OF APPLIED CHEMISTRY, 2014, 87 (05) :585-590
[3]   One-pot synthesis and fungicidal activity of 2-(1,5,3-dithiazepan-3-yl)ethanol and N,N'-bis(2-hydroxyethyl)tetrathiadiazacycloalkanes [J].
Akhmetova, V. R. ;
Khabibullina, G. R. ;
Galimzyanova, N. F. ;
Ibragimov, A. G. .
RUSSIAN JOURNAL OF APPLIED CHEMISTRY, 2014, 87 (03) :294-298
[4]   Synthesis and fungicidal activity of alkyl(aryl)-substituted 1,3,4-thiadiazolidines [J].
Akhmetova, V. R. ;
Makhmudiyarova, N. N. ;
Bushmarinov, I. S. ;
Khabibullina, G. R. ;
Galimzyanova, N. F. .
CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2013, 49 (08) :1224-1231
[5]   Novel 1,5,3-dithiazepanes: three-component synthesis, stereochemistry, and fungicidal activity [J].
Akhmetova, V. R. ;
Murzakova, N. N. ;
Tyumkina, T. V. ;
Khabibullina, G. R. ;
Bushmarinov, I. S. ;
Korzhova, L. F. ;
Galimzyanova, N. F. .
RUSSIAN CHEMICAL BULLETIN, 2012, 61 (11) :2140-2148
[6]   Synthesis and separation of stereoisomeric 2,4,6,8-tetrasubstituted 3,7-dithia-1,5-diazabicyclo[3.3.0]octanes [J].
Akhmetova, V. R. ;
Murzakova, N. N. ;
Khabibullina, G. R. ;
Tyumkina, T. V. ;
Starikova, Z. A. ;
Bushmarinov, I. S. ;
Korzhova, L. F. .
RUSSIAN CHEMICAL BULLETIN, 2012, 61 (01) :141-147
[7]   Multicomponent reactions of amines with aldehydes and H2S as efficient route to heterocycles and thioaza macrocycles [J].
Akhmetova, V. R. ;
Khabibullina, G. R. ;
Rakhimova, E. B. ;
Vagapov, R. A. ;
Khairullina, R. R. ;
Niatshina, Z. T. ;
Murzakova, N. N. .
MOLECULAR DIVERSITY, 2010, 14 (03) :463-471
[8]   CYCLOTHIOMETHYLATION OF PRIMARY AMINES WITH FORMALDEHYDE AND HYDROGEN SULFIDE TO NITROGEN- AND SULFUR-CONTAINING HETEROCYCLES (REVIEW) [J].
Akhmetova, V. R. ;
Nadyrgulova, G. R. ;
Niatshina, Z. T. ;
Dzhemilev, U. M. .
CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2009, 45 (10) :1155-1176
[9]  
Akhmetova VR, 2012, BIOACTIVE HETEROCYCL, P98
[10]  
Anastas P., 1998, GREEN CHEM THEORY PR