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A new and convenient synthesis of N ‐substituted perhydroazepines from adipaldehyde and primary amines with tetracarbonylhydridoferrate, HFe(CO) 4 − , as a selective reducing agent
Author(s) -
Shim Sang Chul,
Doh Chil Hoon,
Kim Tae Jeong,
Lee Hak Ki,
Kim Ki Doo
Publication year - 1988
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.5570250522
Subject(s) - chemistry , primary (astronomy) , alkyl , carbon monoxide , transformation (genetics) , combinatorial chemistry , organic chemistry , medicinal chemistry , catalysis , biochemistry , physics , astronomy , gene
Ethanolic tetracarbonylhydridoferrate combined with adipaldehyde is very efficient for the selective transformation of an amino group into perhydroazepine. A large variety of both aliphatic and aromatic amines react with adipaldehyde in the presence of tetracarbonylhydridoferrate at room temperature and carbon monoxide to give the corresponding N ‐alkyl‐ and N ‐arylperhydroazepines in good to excellent yields.