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Reactions of 2,3‐dihydro‐1 H ‐cyclohepta[ b ]pyrazines with acyl halides
Author(s) -
Kawamata Yuuki,
Imafuku Kimiaki,
Li DongHao,
Jin ZhongTian,
Li ZhiHong,
Xiao YanWen
Publication year - 1994
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.5570310646
Subject(s) - chemistry , pyrazine , ring (chemistry) , tropone , medicinal chemistry , benzoyl chloride , halide , chloride , acylation , acetyl chloride , acyl chloride , friedel–crafts reaction , stereochemistry , organic chemistry , catalysis
2 When3‐dihydro‐1 H ‐cyclohepta[ b ]pyrazine ( 3 ) was treated with acetyl chloride under the Friedel‐Crafts conditions, its pyrazine ring opened to afford 2‐[ N '‐acetyl‐(2‐aminoethyl)amino]tropone. Reactions with propionyl and butyryl chloride also gave similarly ring‐opened products. On the other hand, aromatic benzoyl chlorides reacted with compound 3 to afford N ‐benzoyl‐substituted 2,3‐dihydro‐1 H ‐cyclohepta[ b ]pyrazines, in addition to ring‐opened compounds.