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Syntheses of armed‐macrocycles by reductive amination using NaBH(OAc) 3 under 1 MPa
Author(s) -
Habata Yoichi,
Osaka Futoshi,
Yamada Sachiko
Publication year - 2006
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570430123
Subject(s) - reductive amination , chemistry , amination , yield (engineering) , crown (dentistry) , polymer chemistry , medicinal chemistry , organic chemistry , nuclear chemistry , catalysis , metallurgy , medicine , materials science , dentistry
Armed‐monoaza‐12‐crown‐4, monoaza‐15‐crown‐5, diaza‐12‐crown‐4, diaza‐18‐crown‐6 ethers, and 1,4,7,10‐tetraazacyclododecane having aromatic pendants were prepared by the reductive amination of the corresponding macrocycles with aromatic carboxyaldehydes in the presence of NaBH(OAc) 3 . Reductive amination under 1 MPa conditions provided significant shortening of the reaction time and yield enhancements.