A novel and unexpected one pot synthesis of pyrrolo[1,2-a]quinolines

被引:5
作者
Sansom, Geraud N. [1 ]
Semken, Jessica [1 ]
Kelso, Michael J. [1 ,2 ,3 ]
Richardson, Christopher [1 ,3 ]
机构
[1] Univ Wollongong, Sch Chem & Mol Biosci, Wollongong, NSW 2522, Australia
[2] Illawarra Hlth & Med Res Inst, Wollongong, NSW 2522, Australia
[3] Univ Wollongong, Mol Horizons, Wollongong, NSW 2522, Australia
关键词
pyrrolo[12-a]quinolines; Knoevenagel reaction; Nucleophilic aromatic substitution; X-ray crystal structure; S Ar-N;
D O I
10.1016/j.tetlet.2022.153794
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new low temperature route to pyrrolo[1,2-a]quinolines bearing ester groups in the 5-position is reported. The reaction mechanism was found to depend on the reaction temperature. At low temperatures it is proposed the reaction proceeds though an addition-intramolecular SNAr-elimination pathway. This method should find wider use as it avoids high boiling point solvents and affords compatibility with thermosensitive substrates.(c) 2022 Elsevier Ltd. All rights reserved.
引用
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页数:5
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