期刊
TETRAHEDRON
卷 70, 期 2, 页码 465-476出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.11.032
关键词
Nitrogen heterocycles; Alkylation; Ring closure; Benzodiazepines; Bioisosters
Representatives of a new family, 1-aryl-3H-pyrrolo[2,1-d][1,2,5]triazepin-4(5H)-ones have been synthesized at our laboratory as bioisosters of biologically active 1-aryl-2,3-benzodiazepine-4-ones. The efficient synthetic route described applies the synthesis of 2-(2-aroylpyrrol-1-yl)acyl hydrazides followed by ring closure under acidic conditions. The N(3)-unsubstituted title compounds thus obtained can optionally be N-alkylated rendering the preparation of variously substituted derivatives possible. Scope and limitations of the new protocol and some interesting side reactions are also discussed in detail. (C) 2013 Elsevier Ltd. All rights reserved.
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