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A New Solution‐phase Parallel Synthesis of 2‐Alkylamino‐3‐aryl‐5‐phenylmethylene‐3,5‐dihydro‐4 H ‐imidazol‐4‐ones
Author(s) -
MingWu Ding,
Yong Sun,
XiaoPeng Liu,
ZhaoJie Liu
Publication year - 2003
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.20030210520
Subject(s) - chemistry , guanidine , amine gas treating , aryl , selectivity , phase (matter) , imide , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis , alkyl
Thirteen new 2‐alkylaminoimidazolones (4) were rapidly synthesized by a new solution‐phase parallel synthetic method, which includes aza‐Wittig reaction of iminophosphorane (1) with aromatic iso‐cyanate to give carbodi‐imide (2) and subsequent reaction of 2 with various aliphatic primary amine in a parallel fashion. The products were confirmed by 1 H NMR, MS, IR and X‐ray crystallographic analysis. The unusual selectivity of the cyclization was probably due to the geometry of the guanidine intermediate.