Reformatsky reaction with N-substituted 6-bromo-2-oxochromene-3-carboxamides

被引：1
|
作者：
Shchepin, VV [1 ]
Fotin, DV [1 ]
Fotin, VV [1 ]
Vakhrin, MI [1 ]
机构：
[1] Perm State Univ, Perm 614990, Russia
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 40卷 / 06期
基金：
俄罗斯基础研究基金会;
关键词：
Methyl; Ether; Ethyl; Benzene; Organic Chemistry;
D O I：
10.1023/B:RUJO.0000044556.65215.ea
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Reformatsky reactions of ethyl a-bromopropionate, methyl a-bromobutyrate, and methyl alpha-bromoisobutyrate with N-substituted 6-bromo-2-oxochromene-3-carboxamides in the system diethyl ether-benzene-HMPA give N-benzyl-6-bromo-4-(1-alkoxycarbonylalkyl)-2-oxochroman-3-carboxamides, while in the system diethyl ether-benzene-HMPA-THF, 3-R-1-1-R-2-1-R-3-9-bromo-2,3,4,4a,5,10b-hexahydro-1H-chromeno[3,4-c]pyridine-2,4,5-triones are obtained.
引用
收藏
页码：892 / 894
页数：3
相关论文
共 50 条
  • [21] SYNTHESIS AND CHARACTERIZATION OF N-SUBSTITUTED (S)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXAMIDES AND THIOAMIDES AS ORGANOCATALYSTS FOR ASYMMETRIC ALDOL REACTION
    Androvic, Ladislav
    Drabina, Pavel
    Panov, Illia
    Harmand, Lydie
    Padelkova, Zdenka
    Sedlak, Milos
    HETEROCYCLES, 2014, 89 (08) : 1844 - 1859
  • [22] Synthesis and antimycobacterial evaluation of N-substituted 5-chloropyrazine-2-carboxamides
    Servusova, Barbora
    Vobickova, Jana
    Paterova, Pavla
    Kubicek, Vladimir
    Kunes, Jiri
    Dolezal, Martin
    Zitko, Jan
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2013, 23 (12) : 3589 - 3591
  • [23] SYNTHESIS OF N-SUBSTITUTED 2-ALKYL-4-ARYLOXAZOLE-5-CARBOXAMIDES
    BOSSIO, R
    MARCACCINI, S
    PEPINO, R
    POLO, C
    TORROBA, T
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1992, 24 (02) : 188 - 191
  • [24] N-SUBSTITUTED ALKYLTRIAMINOSILANES .2. ON THE REACTION OF N-SUBSTITUTED NORMAL-PROPYLTRIAMINOSILANES WITH AMINES
    TANSJO, L
    ACTA CHEMICA SCANDINAVICA, 1959, 13 (01): : 29 - 34
  • [25] Efficient synthesis of 3-bromo-2-[(N-substituted)amino]pyridines and their hetarynic cyclization
    Grig-Alexa, IC
    Finaru, AL
    Ivan, L
    Caubère, P
    Guillaumet, G
    SYNTHESIS-STUTTGART, 2006, 4 (04): : 619 - 628
  • [26] ALKYLATION OF N-SUBSTITUTED CARBOXAMIDES BY STYRENE IN THE PRESENCE OF CAUSTIC POTASH
    MALKHASYAN, AT
    NAZARYAN, EM
    MIRAKYAN, SM
    MARTIROSYAN, GT
    ZHURNAL ORGANICHESKOI KHIMII, 1980, 16 (12): : 2566 - 2569
  • [27] A New Synthetic Route to N-Benzyl Carboxamides through the Reverse Reaction of N-Substituted Formamide Deformylase
    Hashimoto, Yoshiteru
    Sakashita, Toshihide
    Fukatsu, Hiroshi
    Sato, Hiroyoshi
    Kobayashi, Michihiko
    APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 2014, 80 (01) : 61 - 69
  • [28] N-Substituted pyrazole-3-carboxamides as inhibitors of human 15-lipoxygenase
    Pelcman, Benjamin
    Sanin, Andrei
    Nilsson, Peter
    Schaal, Wesley
    Olofsson, Kristofer
    Krog-Jensen, Christian
    Forsell, Pontus
    Hallberg, Anders
    Larhed, Mats
    Boesen, Thomas
    Kromann, Hasse
    Claesson, Hans-Erik
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2015, 25 (15) : 3017 - 3023
  • [29] Synthesis, Biological Evaluation, and In Silico Modeling of N-Substituted Quinoxaline-2-Carboxamides
    Bouz, Ghada
    Bouz, Sarah
    Jandourek, Ondrej
    Konecna, Klara
    Barta, Pavel
    Vinsova, Jarmila
    Dolezal, Martin
    Zitko, Jan
    PHARMACEUTICALS, 2021, 14 (08)
  • [30] N'-SUBSTITUTED DERIVATIVES OF N,N-DIPENYLHYDRAZINE .2. GRIGNARD AND REFORMATSKY REACTION
    BAR, D
    MARCINCA.P
    MARCINCA.A
    BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE, 1972, (06): : 2484 - &
12345