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Synthesis of Multifunctional 3‐Amino‐4‐phosphono‐2‐quinolinones via Regioselective Ring Enlargement of Imino Isatins
Author(s) -
Wen Xiaojing,
Chen Jing,
Peng Yungui
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201400652
Subject(s) - regioselectivity , chemistry , ring (chemistry) , potassium carbonate , phosphonate , nucleophile , isatin , catalysis , combinatorial chemistry , medicinal chemistry , organic chemistry
Multifunctional 3‐amino‐4‐dialkylphosphono‐2‐quinolinones have been prepared by “one‐pot” nucleophilic addition and regioselective ring enlargement of imino isatins. The addition reaction between imino isatins and dialkyl (diazomethyl)phosphonate proceeds smoothly using potassium carbonate as a catalyst, and a subsequent regioselective ring expansion promotes by salicylic acid to afford the desired products in high yields.