Microwave-assisted solvent-free synthesis of the substituted spiroindolinonaphth[2,1-b][1,4]oxazines

被引:8
|
作者
Koshkin, AV
Fedorova, OA
Lokshin, V
Guglielmetti, R
Hamelin, J
Texier-Boullet, F
Gromov, SP
机构
[1] Russian Acad Sci, Ctr Photochem, Moscow 119421, Russia
[2] Univ Rennes 1, Rennes, France
[3] Univ Mediterranee, Fac Sci Luminy, Marseille, France
基金
俄罗斯基础研究基金会;
关键词
microwave irradiation; spirooxazines; solvent-free synthesis;
D O I
10.1081/SCC-120027269
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the substituted spiroindolinonaphth[2,1-b][1,4]oxazines 3a-e is developed through the condensation of 2-methylene-1,3,3-trimethylindoline derivatives and 1-nitroso-2-naphthol under microwave irradiation. In the same conditions, in presence of morpholine the 6'-morpholinosubstituted compounds 4a, b, d, e are formed. The main advantages of the method are the short reaction time, solvent-free reaction condition, cleaner reaction products and the higher product yields in comparison with known methods of synthesis.
引用
收藏
页码:315 / 322
页数:8
相关论文
共 50 条
  • [21] Microwave-assisted solvent-free synthesis of fluorescent naphthalimide dyes
    Bardajee, Ghasem R.
    DYES AND PIGMENTS, 2013, 99 (01) : 52 - 58
  • [22] Microwave-assisted solvent-free synthesis of some hemicyanine dyes
    Wang, LY
    Zhang, XG
    Shi, YP
    Zhang, ZX
    DYES AND PIGMENTS, 2004, 62 (01) : 21 - 25
  • [23] Microwave-assisted synthesis of benzoxazinediones under solvent-free conditions
    Sarmiento-Sanchez, Juan I.
    Ochoa-Teran, Adrian
    Picos-Corrales, Lorenzo A.
    Osuna-Martinez, Lorenzo U.
    Montes-Avila, Julio
    Bastidas-Bastidas, Pedro
    GREEN CHEMISTRY LETTERS AND REVIEWS, 2016, 9 (04) : 196 - 202
  • [24] Solvent-Free Microwave-Assisted Synthesis of Substituted Pyridines Using NH4OAc as Nitrogen Source
    Trilleras, Jorge
    De La Torre, Pedro
    Pacheco, Dency J.
    Quiroga, Jairo
    Nogueras, Manuel
    Cobo, Justo
    LETTERS IN ORGANIC CHEMISTRY, 2011, 8 (09) : 652 - 655
  • [25] Microwave-assisted synthesis and antimicrobial activity of some imidazo[2,1-b][1,3,4]thiadiazole derivatives
    Sharad Dhepe
    Sujeet Kumar
    R. Vinayakumar
    Sureshbabu A. Ramareddy
    Subhas S. Karki
    Medicinal Chemistry Research, 2012, 21 : 1550 - 1556
  • [26] Solvent-free microwave-assisted synthesis of new 2,4-dimethoxybenzylaminotriazines
    de la Hoz, Antonio
    Sanchez-Migallon, Ana
    Pelado, Beatriz T.
    Ramirez, Jose R.
    ARKIVOC, 2014, : 308 - 318
  • [27] Microwave-assisted synthesis and antimicrobial activity of some imidazo[2,1-b][1,3,4]thiadiazole derivatives
    Dhepe, Sharad
    Kumar, Sujeet
    Vinayakumar, R.
    Ramareddy, Sureshbabu A.
    Karki, Subhas S.
    MEDICINAL CHEMISTRY RESEARCH, 2012, 21 (08) : 1550 - 1556
  • [28] Novel benzothiazole containing 4H-pyrimido[2,1-b]benzothiazoles derivatives: One pot, solvent-free microwave assisted synthesis and their biological evaluation
    Bhoi, Manoj N.
    Borad, Mayuri A.
    Pithawala, Edwin A.
    Patel, Hitesh D.
    ARABIAN JOURNAL OF CHEMISTRY, 2019, 12 (08) : 3799 - 3813
  • [29] Microwave-Assisted, Solvent-Free and Parallel Synthesis of Some Novel Substituted Imidazoles of Biological Interest
    Sharma, Gyanendra Kumar
    Pathak, Devender
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2010, 58 (03) : 375 - 380
  • [30] Solvent-free microwave-assisted Meyers' lactamization
    Jida, Mouhamad
    Deprez-Poulain, Rebecca
    Malaquin, Sandra
    Roussel, Pascal
    Agbossou-Niedercorn, Francine
    Deprez, Benoit
    Laconde, Guillaume
    GREEN CHEMISTRY, 2010, 12 (06) : 961 - 964