A GENERAL, ONE-POT METHOD FOR THE SYNTHESIS OF 2-SUBSTITUTED OXAZOLES

被引:23
|
作者
WILLIAMS, EL
机构
关键词
OXAZOLE; 2-TRIMETHYLSILYL-1,2,3-TRIAZOLE; ACID CHLORIDE; 1,2,3-TRIAZOLE AMIDE; NITROGEN DISPLACEMENT;
D O I
10.1016/S0040-4039(00)91852-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of 2-trimethylsilyl-1,2,3-triazole with acid chlorides readily forms triazole amides. The triazole amides, when heated to 150-degrees-C in sulfolane, rearrange with the elimination of nitrogen to give 2-substituted oxazoles in high yields. The oxazole synthesis is general, and can be carried out in one-pot.
引用
收藏
页码:1033 / 1036
页数:4
相关论文
共 50 条
  • [1] A GENERAL, ONE-POT METHOD FOR THE SYNTHESIS OF 2-SUBSTITUTED OXAZOLES
    WILLIAMS, EL
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1992, 203 : 444 - ORGN
  • [2] ONE-POT SYNTHESIS OF 2-SUBSTITUTED CYCLOHEXANONES
    RAVIKUMAR, VT
    SATHYAMOORTHI, G
    THANGARAJ, K
    RAJAGOPALAN, K
    [J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1985, 24 (09): : 959 - 959
  • [3] A convenient one-pot synthesis of 2-substituted benzimidazoles
    Trivedi, R
    De, SK
    Gibbs, RA
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 245 (1-2) : 8 - 11
  • [4] A simple and efficient one-pot synthesis of 2-substituted benzimidazoles
    Bahrami, Kiumars
    Khodaei, Mohammad Mehdi
    Kavianinia, Iman
    [J]. SYNTHESIS-STUTTGART, 2007, (04): : 547 - 550
  • [5] New one-pot procedure for the synthesis of 2-substituted benzimidazoles
    Sharghi, Hashem
    Asemani, Omid
    Khalifeh, Reza
    [J]. SYNTHETIC COMMUNICATIONS, 2008, 38 (07) : 1128 - 1136
  • [6] A Facile One-Pot Route for the General Synthesis of Triazole Linked Chiral 2-Substituted Benzimidazoles
    Dutta, Samrat
    Sarkar, Swarbhanu
    Sen, Asish Kumar
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2013, 50 (03) : 689 - 695
  • [7] Microwave-assisted one-pot synthesis of 2-substituted indoles
    Chen, Jing
    Hu, Yong-Zhou
    [J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2006, 26 (07) : 996 - 1000
  • [8] Simple and Efficient One-Pot Synthesis of 2-Substituted Benzoxazole and Benzothiazole
    Patil, Sachin S.
    Bobade, Vivek D.
    [J]. SYNTHETIC COMMUNICATIONS, 2010, 40 (02) : 206 - 212
  • [9] One-pot Synthesis of 2-Substituted Benzoxazoles Promoted by Copper Acetate Monohydrate
    Chen, Guo-Feng
    Shen, Hai-Dong
    Zhang, Li-Yan
    Li, Hong-Yang
    Lan, Rui-Jia
    Chen, Bao-Hua
    Li, Ji-Tai
    Hu, Qing-Hui
    [J]. LETTERS IN ORGANIC CHEMISTRY, 2014, 11 (03) : 180 - 187
  • [10] One-Pot Synthesis of 2-Substituted Benzoxazoles Directly from Carboxylic Acids
    Kumar, Dinesh
    Rudrawar, Santosh
    Chakraborti, Asit K.
    [J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 2008, 61 (11) : 881 - 887