期刊
TETRAHEDRON LETTERS
卷 54, 期 5, 页码 414-418出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.11.027
关键词
Carboxylate-substituted heteroaryl amine; tert-Butyl 6-aminonicotinate; Staudinger reaction; Tetrazolo-pyridine
An efficient one-pot method for the synthesis of tert-butyl 6-aminonicotinate (5) is described. The key transformation involves displacement of the chloro group in tert-butyl 6-chloronicotinate (2) with azide followed by a Staudinger reaction. The scope of this methodology is further extended for the synthesis of a series of carboxylate-substituted heteroaryl amines. In particular, we synthesized tert-butyl carboxylate-substituted amino-pyridine, -pyridazine, and -pyrazine. In addition to one-pot conversion, short reaction time, simplicity of operation, ease of purification, and good yields are the key advantages of this methodology. (C) 2012 Elsevier Ltd. All rights reserved.
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