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Soluble polymer‐supported synthesis of pyrazoles via 1,3‐dipolar cycloaddition strategy
Author(s) -
Lin XuFeng,
Wang YanGuang,
Ding HanFeng
Publication year - 2004
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.20040220503
Subject(s) - chemistry , cycloaddition , 1,3 dipolar cycloaddition , polymer , combinatorial chemistry , cleavage (geology) , in situ , organic chemistry , peg ratio , solid phase synthesis , polymer chemistry , catalysis , geotechnical engineering , finance , fracture (geology) , engineering , economics , peptide , biochemistry
Rapid parallel liquid‐phase synthesis of pyrazoles has first been developed. The 1,3‐dipolar cycloaddition between nitrilimines generated in situ and soluble polymer‐supported alkynyl or alkenyl dipolarophiles in parallel one‐pot fashion gave the corresponding PEG‐supported regioisomeric pyrazoles or regiospecific pyrazolines. The latter was assuredly oxidated by DDQ to PEG‐supported regiospecific pyrazoles. Cleavage from the support under mild conditions afforded pyrazoles in good yields and high purity.