A novel one-pot synthesis of 3-carbomethoxy-4-arylfuran-2-(5H)-ones from ketones using [hydroxy(tosyloxy)iodo]benzene

被引：22
|
作者：
Karade, Nandkishor N. [1 ]
Gampawar, Sumeet V. [1 ]
Kondre, Jeevan M. [1 ]
Shinde, Sandeep V. [1 ]
机构：
[1] Swami Ramanand Teerth Marathwada Univ, Sch Chem Sci, Nanded 431606, Maharashtra, India
来源：
TETRAHEDRON LETTERS | 2008年 / 49卷 / 28期
关键词：
hypervalent iodine; gamma-lactone; potassium monomethyl malonate; enolisable ketone;
D O I：
10.1016/j.tetlet.2008.05.012
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel one-pot procedure for the synthesis of 3-carbomethoxy-4-aryl furan-2-(5H)-ones is reported via alpha-tosyloxylation of enolisable ketones with [hydroxy(tosyloxy)iodo]benzene, followed by treatment with potassium monomethyl malonate and K2CO3. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4402 / 4404
页数：3
相关论文
共 50 条
  • [21] One-pot synthesis of 3-methyl-4-arylmethylene-isoxazol-5(4H)-ones
    Zhang, Ying-Qun
    Ma, Jing-Jun
    Wang, Chun
    Li, Jing-Ci
    Zhang, Dong-Nuan
    Zang, Xiao-Huan
    Li, Jie
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2008, 28 (01) : 141 - 144
  • [22] A Facile One-Pot Synthesis of 3,5-Disubstituted Isoxazole Derivatives Using Hydroxy (Tosyloxy) Iodobenzene
    Jadhav, Ravindra D.
    Mistry, Hitesh D.
    Motiwala, Hashim
    Kadam, Kishorkumar S.
    Kandre, Shivaji
    Gupte, Amol
    Gangopadhyay, Ashok K.
    Sharma, Rajiv
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2013, 50 (04) : 774 - 780
  • [23] Novel one-pot synthesis of 2-pentafluoroethyl-3-trifluoromethyl-4H-quinolizin-4-ones and related compounds
    Konakahara, T
    Murayama, T
    Sano, K
    Kubota, S
    JOURNAL OF CHEMICAL RESEARCH-S, 1996, (03): : 136 - &
  • [24] Bi(NO3)(3)center dot 5H(2)O: An efficient catalyst for one-pot synthesis of 3-((aryl)(diethylamino)methyl)-4-hydroxy-2H-chromen-2-ones and biscoumarin derivatives
    Zahiri, Samaneh
    Mokhtary, Masoud
    JOURNAL OF TAIBAH UNIVERSITY FOR SCIENCE, 2015, 9 (01): : 89 - 94
  • [25] Efficient Synthesis of Various 4-Tosyloxy-2-substituted Phenols Using Pyridinium Salt-supported [Hydroxy(tosyloxy)iodo]benzene Reagent
    Yang, Bing
    Zhang, Jizhen
    Zhao, Dejian
    Wang, Yazhen
    Jia, Hongbin
    CHEMISTRY LETTERS, 2013, 42 (08) : 930 - 932
  • [26] A Novel And Facile Synthesis of 2-(Cyclohexylamino)6,7-Dihydro-3-Aryl Benzofuran-4(5h)-Ones By One-Pot Three -Component Reaction
    Baghernejad, Bita
    Hekmatshoar, Rahim
    Heravi, Majid M.
    GAZI UNIVERSITY JOURNAL OF SCIENCE, 2010, 23 (04): : 429 - 433
  • [27] ONE-POT SYNTHESIS OF 3-(GUAIAZULEN-3-YL)DIHYDRO-1H-INDOL-4(5H)-ONES VIA DOMINO REACTION
    Zhang, Lu
    Wang, Dao-Lin
    Xing, Jin-Juan
    Liu, Lin
    HETEROCYCLES, 2019, 98 (11) : 1547 - 1554
  • [28] HYPERVALENT IODINE OXIDATION OF 2-METHYL-4-QUINOLONES USING [HYDROXY(TOSYLOXY)IODO]BENZENE - SYNTHESIS OF 2-METHYL-3-IODO-4-PHENOXYQUINOLINES VIA NOVEL MONOCARBONYL IODONIUM YLIDES
    PRAKASH, O
    KUMAR, D
    SAINI, RK
    SINGH, SP
    TETRAHEDRON LETTERS, 1994, 35 (24) : 4211 - 4214
  • [29] Novel 3-arylfuran-2(5H)-one-fluoroquinolone hybrid: Design, synthesis and evaluation as antibacterial agent
    Wang, Xu-Dong
    Wei, Wei
    Wang, Peng-Fei
    Tang, Yun-Tao
    Deng, Rui-Cheng
    Li, Biao
    Zhou, Sha-Sha
    Zhang, Jing-Wen
    Zhang, Lei
    Xiao, Zhu-Ping
    Ouyang, Hui
    Zhu, Hai-Liang
    BIOORGANIC & MEDICINAL CHEMISTRY, 2014, 22 (14) : 3620 - 3628
  • [30] Step by step and one-pot syntheses of 5-hydroxy-5-(polyfluoroalkyl)isoxazol-4(5H)-one oximes
    Palysaeva, Nadezhda V.
    Boltacheva, Nadezhda S.
    Slepukhin, Pavel A.
    Pervova, Marina G.
    Filyakova, Vera I.
    Sheremetev, Aleksei B.
    Charushin, Valery N.
    MENDELEEV COMMUNICATIONS, 2018, 28 (02) : 126 - 127
12345