Base-catalyzed cyclization reaction of 2-chloroquinoline-3-carbonitriles and guanidine hydrochloride: a rapid synthesis of 2-amino-3H-pyrimido[4,5-b]quinolin-4-ones

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• 作者：Atish  ; Chandra ; Shraddha  ; Upadhyay ; Bhawana  ; Singh ; Neha  ; Sharma ; Radhey M.  ; Singh  ; ;   ; ^{rmohan@bhu.ac.in}
• 关键词：Pyrimidoquinoline ; 2-Chloroquinoline-3-carbonitrile ; Base-catalyzed ; Guanidine hydrochloride
• 刊名：Tetrahedron
• 出版年：2011
• 出版时间：25 November 2011
• 年：2011
• 卷：67
• 期：47
• 页码：9219-9224
• 全文大小：4813 K

文摘

t-BuOK-catalyzed cyclization of 2-chloroquinoline-3-carbonitriles with guanidine hydrochloride provided simple and rapid synthesis of 2-amino-3H-pyrimido[4,5-b]quinolin-4-ones in very short reaction time with good yield. Other 1,3-binucleophiles are found to react at the same rate. This methodology could be extended with their 3-formyl and 3-ester derivatives for the synthesis of pyrimido annulated quinolines.