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Hemin‐Catalyzed, Cyclodextrin‐Assisted Insertion of Carbenoids into NH Bonds
Author(s) -
Xu Xiaofei,
Li Chang,
Tao Zhihao,
Pan Yuanjiang
Publication year - 2015
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.201500418
Subject(s) - chemistry , hemin , cyclodextrin , catalysis , aqueous solution , ethyl diazoacetate , diazo , combinatorial chemistry , aqueous medium , polymer chemistry , medicinal chemistry , organic chemistry , cyclopropanation , heme , enzyme
An aqueous hemin‐catalyzed, cyclodextrin‐assisted NH insertion reaction of α‐diazo ester into aromatic amines is described here. This aqueous catalytic system showed good compatibility with various arylamines, with yields up to 96%. A size‐controlled reaction phenomenon by different cyclodextrins (CDs) was also observed when ethyl diazoacetate (EDA) was used. The reaction mechanism was also preliminarily proposed on the basis of designed control experiments.