Synthesis of 3-Ethyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one by Novel Palladium(II)-Catalyzed Cyclization and Ring-Closing Metathesis

被引：11
|
作者：
Chavan, Subhash P. [1 ]
Pathak, Ashok B. [1 ]
Pawar, Kailash P. [1 ]
机构：
[1] Natl Chem Lab, CSIR, Div Organ Chem, Pune 411008, Maharashtra, India
来源：
SYNTHESIS-STUTTGART | 2015年 / 47卷 / 07期
关键词：
pyrrolinone; glimepiride; antidiabetic; metabolite; lactams; ring-closing metathesis; cyclization; RUTHENIUM CARBENE COMPLEXES; RCM; ISOMERIZATION; DERIVATIVES; PYRROLE; LIGANDS; ROUTE;
D O I：
10.1055/s-0034-1379985
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Synthesis of 3-ethyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one is described starting from commercially available allylamine and 4-methoxybenzylamine employing palladium-catalyzed cyclization or ring-closing metathesis as the key steps.
引用
收藏
页码：955 / 960
页数：6
相关论文
共 50 条
  • [41] Synthesis and antibacterial activity of ethyl 2-amino-6-methyl-5-oxo-4-aryl-5,6-dihydro-4H-pyrano[3,2-c]quinoline-3-carboxylate
    Asghari, Sakineh
    Ramezani, Samaneh
    Mohseni, Mojtaba
    CHINESE CHEMICAL LETTERS, 2014, 25 (03) : 431 - 434
  • [42] Synthesis, Spectroscopic, Spectrophotometric and Crystallographic Investigations of 4-{[(1E)-(3,4-dimethoxyphenyl)methylene]amino}-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one and 4-{[(1E)-(2-hydroxy-5-methoxyphenyl)methylene]amino}-1,5-dimethyl-2-phenyl-1,2-dihydro-3H- pyrazol-3-one
    Hayvali, Zeliha
    Unver, Huseyin
    Svoboda, Ingrid
    ACTA CHIMICA SLOVENICA, 2010, 57 (03) : 643 - 650
  • [43] One-pot solvent-free synthesis of novel functionalized ethyl 2-(alkylimino)-4-methyl-3-(alkanoyl)-2,3-dihydrothiazole-5-carboxylates
    Iravani, Nasir
    Keshavarz, Mosadegh
    Hosseini, Fatemeh
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2018, 65 (09) : 1098 - 1103
  • [44] Crystal structure of 2-(3-chloro-phenyl)-5-methyl-4-[1-(5-methyl-4-p-tolyl- thiazol-2-ylimino)-ethyl]-2,4-dihydro-pyrazol-3-one, C23H21ClN4OS
    Thakar, Amit S.
    Friedrich, Holger B.
    Joshi, Krishnakant T.
    Maguire, Glenn E. M.
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2013, 228 (04): : 471 - 472
  • [45] Synthesis, characterization and computational studies on (E)-4-(1-((2-hydroxyphenyl)imi no) hexyl)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one
    Ukwueze, Nkechinyere N.
    Ezeorah, Chigozie J.
    Onyeyilim, Ebuka L.
    Uzoewulu, Chiamaka P.
    Okoro, Uchechukwu C.
    Ukoha, Pius O.
    Nnaji, Nnaemeka
    Anarado, Chigozie J. O.
    Dege, Necmi
    Obasi, Nnamdi L.
    Ugwu, Albert O.
    Onyeisi, Ngozi M.
    Lobb, Kevin
    Ujam, Qguejiofo T.
    JOURNAL OF MOLECULAR STRUCTURE, 2025, 1323
  • [46] Synthesis and antimicrobial activities of 2-substituted 12H-chromeno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidines, 3-ethoxycarbonyl-12H-chromeno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine-2-one and ethyl 2-formylamino- and 2-acetylamino-4H-chromene-3-carboxylates
    El-Agrody, Ahmed M.
    Sabry, Nermien M.
    Motlaq, Shymaa S.
    JOURNAL OF CHEMICAL RESEARCH, 2011, (02) : 77 - 83
  • [47] Synthesis of 1,3-azaphosphol-2-ones. Crystal and molecular structures of [SP-4-2]-dichlorobis(3-phenyl-1,3-dihydrobenzo[1,3]azaphosphol-2-one-P)palladium(II) and its chloro(methyl)platinum(II) analogue
    Bennett, Justine
    Doyle, Roy J.
    Lee, Hwi-Young
    Lu, Di
    Salem, Geoffrey
    Speldewinde, David J.
    Tifan, Michelle
    Willis, Anthony C.
    DALTON TRANSACTIONS, 2010, 39 (01) : 256 - 264
  • [48] DESIGN, SYNTHESIS AND BIOASSAY OF NOVEL METAL COMPLEXES OF 3-AMINO-6,8-DIBROMO-2-METHYL QUINAZOLIN-4(3H)-ONE
    Peter, Osarumwense O.
    Lucky, Okunrobo O.
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2015, 48 (11) : 720 - 723
  • [49] Supramolecular chelate copper(II) complex with 4-[(ethoxyimino)(phenyl)methyl]-5-methyl-2-phenyl-1Hpyrazol-3(2H)-one: Synthesis, crystal structure, and properties
    Dong, W. -K.
    Wanga, G.
    Sun, Y. -X.
    Dong, X. -Y.
    Yao, J.
    Gaob, X-H
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2013, 83 (06) : 1131 - 1135
  • [50] Synthesis and Reactions of the Novel 6-ethyl-4-hydroxy-2,5-dioxo-5,6-dihydro-2H-pyrano[3,2-c]quinoline-3-carboxaldehyde
    Ibrahim, Magdy A.
    Hassanin, Hany M.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (02) : 628 - 635
12345