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Polycyclic nitrogen compounds. Part iii. Synthesis of 3,3a‐dihydrothiazolo[3,4‐α]quinoxalin‐4‐ones
Author(s) -
Adegoke E. A.,
Alo Babajide
Publication year - 1983
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.5570200615
Subject(s) - chemistry , thiazolidine , ring (chemistry) , nitrogen , tricyclic , sulfur , metal , stereochemistry , medicinal chemistry , organic chemistry
Abstract New tricyclic quinoxalinone skeletons with bridge‐head nitrogen atoms and containing sulphur in a fully‐reduced five‐membered ring C were obtained. 3,3a‐Dihydrothiazolo[3,4‐α]quinoxalin‐4‐ones I‐III were prepared by metal‐acid reductive cyclisation of N ‐(nitrophenyl)‐ and N ‐(dinitrophenyl)thiazolidine‐4‐carboxylic acids IVa,b,c. Attempts to obtain the skeleton by selective hydrogen transfer reductive cyclisation of the corresponding esters Va,b,c were unsuccessful.