The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2-Amino-5-chlorobenzaldehyde( cas:20028-53-9 ) is researched.Product Details of 20028-53-9.Yamazaki, Shoko; Takebayashi, Masachika; Miyazaki, Kazuya published the article 《Zn(OTf)2-Catalyzed Reactions of Ethenetricarboxylates with 2-Aminobenzaldehydes Leading to Tetrahydroquinoline Derivatives》 about this compound( cas:20028-53-9 ) in Journal of Organic Chemistry. Keywords: stereoselective preparation hydroxytetrahydroquinoline; quinoline hydroxytetrahydro stereoselective preparation; bridged tetrahydroquinoline preparation; cyclization ethenetricarboxylate aminobenzaldehyde zinc triflate catalyst. Let’s learn more about this compound (cas:20028-53-9).
Quinolines are an important class of compounds, and the development of new efficient synthetic strategies for the construction of quinolines is of considerable interest. Zinc triflate catalyzed cyclization of ethenetricarboxylate derivatives with 2-aminobenzaldehydes has been examined The reaction of ethenetricarboxylate with 2-aminobenzaldehydes in the presence of zinc triflate (0.2 equiv) at 80 °C in ClCH2CH2Cl gave bridged tetrahydroquinoline derivatives in 15-95% yield. On the other hand, the reaction at room temperature in CH2Cl2 gave hydroxy tetrahydroquinoline derivatives in 38-90% yield. Heating the hydroxy tetrahydroquinolines with zinc triflate (0.2 equiv) at 80 °C in ClCH2CH2Cl led to the bridged tetrahydroquinoline derivatives in 75-96% yield. Thermal reaction of the bridged tetrahydroquinolines (180 °C) gave indole derivatives regioselectively.
There are many compounds similar to this compound(20028-53-9)Product Details of 20028-53-9. if you want to know more, you can check out my other articles. I hope it will help you，maybe you’ll find some useful information.
Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem