Erlenmeyer azlactone synthesis with aliphatic aldehydes under solvent-free microwave conditions

被引:22
|
作者
Chandrasekhar, Sosale [1 ]
Karri, Phaneendrasai [1 ]
机构
[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India
关键词
aliphatic aldehydes; alumina; azlactones; Erlenmeyer synthesis; microwave; oxazolone; solvent-free;
D O I
10.1016/j.tetlet.2006.11.174
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Phenyl-5(4H)-oxazolone (azlactone) reacts with aliphatic aldehydes upon adsorption on neutral alumina and irradiation with microwaves (< 2 min). The corresponding condensation products are obtained in good yields (62-78%), indicating the satisfactory resolution of a long-standing problem plaguing the classical Erlenmeyer synthesis (poor results with aliphatic aldehydes). Plausible mechanistic reasons for the success of the procedure are discussed. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:785 / 786
页数:2
相关论文
共 50 条
  • [31] One-pot synthesis of iminoimidazolines under microwave irradiation in solvent-free conditions
    Servi, Sueleyman
    Genc, Murat
    SYNTHETIC COMMUNICATIONS, 2007, 37 (18) : 3173 - 3179
  • [32] Synthesis of ferrocenyl Schiff bases under solvent-free conditions using microwave irradiation
    Ozturk, Gulsen
    Petit, Alain
    Kouklovsky, Cyrille
    SYNTHETIC COMMUNICATIONS, 2008, 38 (16) : 2707 - 2713
  • [33] Microwave promoted efficient synthesis of substituted uracils and thiouracils under solvent-free conditions
    Mojtahedi, MM
    Saidi, MR
    Shirzi, JS
    Bolourtchian, M
    SYNTHETIC COMMUNICATIONS, 2002, 32 (06) : 851 - 855
  • [34] Microwave Synthesis Under Solvent-Free Conditions and Spectral Studies of Some Mesoporphyrinic Complexes
    Boscencu, Rica
    MOLECULES, 2012, 17 (05): : 5592 - 5603
  • [35] Synthesis of new ferrocene bis thiocarbazones under solvent-free conditions using microwave
    Li, Guohua
    Shi, Zhichuan
    Li, Xiaorui
    Zhao, Zhigang
    JOURNAL OF CHEMICAL RESEARCH, 2011, (05) : 278 - 281
  • [36] Microwave-assisted synthesis of quinoxalines, benzoxazines, and benzothiazines under solvent-free conditions
    Heravi, MM
    Nami, N
    Oskooie, HA
    Hekmatshoar, R
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2005, 180 (08) : 1873 - 1878
  • [37] Efficient microwave-assisted synthesis of quinolines and dihydroquinolines under solvent-free conditions
    Ranu, BC
    Hajra, A
    Dey, SS
    Jana, U
    TETRAHEDRON, 2003, 59 (06) : 813 - 819
  • [38] An Improved Synthesis of Azines under Solvent-Free Conditions
    蒋海珍
    任仲皎
    万文
    石龙冈
    Advances in Manufacturing, 2005, (04) : 369 - 371
  • [39] Synthesis of polyhydroquinoline derivatives under solvent-free conditions
    Chen, WY
    Lu, J
    Jin, JR
    LETTERS IN ORGANIC CHEMISTRY, 2006, 3 (04) : 317 - 319
  • [40] An efficient synthesis of quinolines under solvent-free conditions
    Chaudhuri, MK
    Hussain, S
    JOURNAL OF CHEMICAL SCIENCES, 2006, 118 (02) : 199 - 202