Synthesis of new halo-containing acetylenes and their application to the synthesis of azoles

被引:33
作者
Martins, MAP [1 ]
Emmerich, DJ [1 ]
Pereira, CMP [1 ]
Cunico, W [1 ]
Rossato, M [1 ]
Zanatta, N [1 ]
Bonacorso, HG [1 ]
机构
[1] Univ Fed Santa Maria, Nucl Quim Heterociclos, NUQHIMHE, BR-97105900 Santa Maria, RS, Brazil
关键词
acetylenes; heterocycles; pyrazoles; isoxazoles;
D O I
10.1016/j.tetlet.2004.04.106
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The convenient synthesis of ten halo- and an isoxazole-containing acetylenes from the reaction of acetylenes with n-butyl lithium and Subsequent reaction with an electrophile agent (ethyl trichloroacetate, ethyl dichloroacetate, trifluoroacetic anhydride, 3-methylisoxazol-5-carbonyl chloride, carbon tetrachloride and 1,1,1-trifluoro-o-4-ethoxy-3-buten-2-one) in moderated to good yields is reported. The application of 1,1,1-trichloro-4-phenyl-3-butyn-2-one on the synthesis of two azoles is also showed. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4935 / 4938
页数:4
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