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Design and Synthesis of Novel Quinoline Tethered Tricyclic 1,5‐Benzothiazepine Derivatives via 1,3‐Dipolar Cycloaddition Reaction
Author(s) -
Yang Peng,
Lin Hui,
Fei Tinghong,
Liu Fangming
Publication year - 2017
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.2614
Subject(s) - chemistry , quinoline , cycloaddition , adduct , 1,3 dipolar cycloaddition , tricyclic , ring (chemistry) , crystal structure , stereochemistry , single crystal , proton nmr , medicinal chemistry , crystallography , organic chemistry , catalysis
A series of novel substituted‐[1,2,4]oxadiazolo[5,4‐d][1,5]benzothiazepine derivatives contain quinoline ring 5a , 5b , 5c , 5d , 5e , 5f , 5g , 5h , 5i , 5j , 5k , 5l were synthesized by the reaction of benzothiazepines 4a , 4b , 4c and substituted‐benzohydroximinoyl chlorides through the 1,3‐dipolar cycloaddition reaction in the presence of Et 3 N at room temperature. The structures of the obtained adducts were elucidated by MS, IR, 1 H NMR, and elemental analyses. In addition, the structures of 5e were further confirmed by X‐ray single crystal diffraction study.