A Regioselective SNAr Reaction of Poly-halo-quinoline-3-carboxylates with Phenol, Thiophenol, or N-Methylaniline

作者：Zhao Shikui^*; Zhou Weicheng

来源：Synthetic Communications, 2011, 41(1): 20-32.

DOI：10.1080/00397910903531656

• N-Methylaniline
• phenol
• poly-halo-quinoline-3-carboxylates
• SNAr reaction
• synthesis
• thiophenol

By SNAr reaction, poly-halo-quinoline-3-carboxylates such as ethyl 4-chloro-2-cyclopropyl-6,7-difluoro-quinoline-3-carboxylate and ethyl 4-chloro-2-cyclopropyl-5,6-difluoro-quinoline-3-carboxylate were transformed into the 4-phenoxy or 4-phenylthio or 4-(N-methyl)phenylamino-6,7 (or 5,6)-difluoro-quinoline-3-carboxylates or the 4,7-disubstituted, 4,5-disubstituted, 4,6,7-trisubstituted and 4,5,6-trisubstituted products under mild conditions in moderate to excellent yields. Highly regioselective mono- or multi-substitution was observed.

• 出版日期2011
• 单位上海医药工业研究院