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Synthesis and x‐ray study of novel azofurazan‐annulated macrocyclic lactams
Author(s) -
Sheremetev Aleksei B.,
Aleksandrova Nataliya S.,
Dmitriev Dmitrii E.,
Averkiev Boris B.,
Antipin Mikhail Yu.
Publication year - 2005
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.5570420408
Subject(s) - chemistry , cyanoacetic acid , piperazine , lactam , carboxylic acid , organic chemistry , stereochemistry
Reaction of 1,4‐di‐(3‐aminofurazan‐4‐oyl)piperazine 4 with dibromoisocyanurate (DBI) affords azofurazan‐annulated macrocyclic lactam 7 ; the X‐ray structure of the macrocycle 7 is reported. The synthesis was started with 3‐aminofurazan‐4‐carboxylic acid 1 . A one‐pot method for preparation of the amino acid was elaborated from commercially available cyanoacetic ester. Amides of the acid have been prepared via the esterification and subsequent animation.