Practical Synthesis of 4-Benzylidene-2-phenyl-5(4H)-oxazolones

被引:8
作者
Siddaiah, V. [1 ]
Basha, G. Mahaboob [1 ]
Sudhakar, D. [1 ]
Srinuvasarao, R. [1 ]
Kumar, Y. Santosh [1 ]
机构
[1] Andhra Univ, Dept Organ Chem & Foods Drugs & Water Anal, Visakhapatnam 530003, Andhra Pradesh, India
关键词
4-Benzylidene-2-phenyl-5(4H)-oxazolone; CDMT; cynuric chloride; hippuric acid; NMM; SOLVENT-FREE CONDITIONS; CARBOXYLIC-ACIDS; OXAZOLONE DERIVATIVES; CATALYZED SYNTHESIS; MILD CONDITIONS; RESOLUTION; ALDEHYDES; AMIDES;
D O I
10.1080/00397911.2012.696301
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and alternative method has been developed for the synthesis of 4-benzylidene-2-phenyl-5(4H)-oxazolones via reactions of hippuric acid with various aldehydes in the presence of 2-chloro-4,6-dimethoxy-1,3,5-triazine/N-methylmorpholine at 75 degrees C. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.
引用
收藏
页码:2191 / 2197
页数:7
相关论文
共 28 条
  • [1] Ando K, 1990, Eur Pat, Patent No. [385, 664, 05, 38566405]
  • [2] [Anonymous], 2012, SYNTHETIC COMMUN, DOI DOI 10.1080/00397911.2010.528289
  • [3] Direct synthesis of 2-oxazolines from carboxylic acids using 2-chloro-4,6-dimethoxy-1,3,5-triazine under mild conditions
    Bandgar, BP
    Pandit, SS
    [J]. TETRAHEDRON LETTERS, 2003, 44 (11) : 2331 - 2333
  • [4] Highly rapid and direct synthesis of monoacylated piperazine derivatives from carboxylic acids under mild conditions
    Bandgar, BP
    Pandit, SS
    [J]. TETRAHEDRON LETTERS, 2003, 44 (19) : 3855 - 3858
  • [5] Benedlt D., 1994, J MED CHEM, V37, P710
  • [6] Recent applications of 2,4,6-trichloro-1,3,5-triazine and its derivatives in organic synthesis
    Blotny, Grzegorz
    [J]. TETRAHEDRON, 2006, 62 (41) : 9507 - 9522
  • [7] Synthesis and chemical resolution of unique α,β-didehydroamino acids with a chiral axis
    Cativiela, C
    Díaz-de-Villegas, MD
    Gálvez, JA
    [J]. TETRAHEDRON LETTERS, 1999, 40 (05) : 1027 - 1030
  • [8] De Luca L, 2004, SYNLETT, P2570
  • [9] An easy and convenient synthesis of Weinreb amides and hydroxamates
    De Luca, L
    Giacomelli, G
    Taddei, M
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (07) : 2534 - 2537
  • [10] A simple preparation of ketones.: N-protected α-amino ketones from α-amino acids
    De Luca, L
    Giacomelli, G
    Porcheddu, A
    [J]. ORGANIC LETTERS, 2001, 3 (10) : 1519 - 1521