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Synthesis and Crystal Structure of Novel β‐Lactam Derivatives Bearing Quinoline Moiety via [2 + 2] Cycloaddition
Author(s) -
Lin Hui,
Yang Peng,
Fei Tinghong,
Liu Fangming
Publication year - 2016
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.2526
Subject(s) - chemistry , moiety , quinoline , ketene , chloroacetyl chloride , cycloaddition , lactam , crystal structure , stereochemistry , chloride , medicinal chemistry , crystallography , organic chemistry , catalysis
A series of new β‐lactam derivatives 4a , 4b , 4c , 4d , 4e , 4f , 4g , 4h , 4i , 4j , 4k , 4l were synthesized from [2 + 2] cycloaddition reaction of imines containing quinoline moiety 3a , 3b , 3c , 3d , 3e , 3f with ketene generated in situ from chloroacetyl chloride in dry Et 3 N. The structures of the prepared compounds were characterized by IR, MS, 1 H NMR, and elemental analysis. In addition, the structure of ( 4i ) was determined by single crystal X‐ray crystallography.