Open Access Open Access  Restricted Access Subscription Access

SYNTHESIS OF QUINOLINES VIA ACID-CATALYZED CYCLODEHYDRATION OF 2-(TOSYLAMINO)CHALCONES

Антон С. Макаров, Людмила Н. Сороцкая, Максим Г. Учускин, Игорь В. Трушков
Cover Image

Abstract


The subject of the present study is acid-catalyzed cyclodehydration of (E)-3-[(2-tosylamino)phenyl]-1-(het)arylprop-2-en-1-ones to 2substituted quinolines. The reaction proceeds via the key step of (E,Z)-isomerization with subsequent intramolecular cyclization to afford the target compounds in high yields.

Authors: Anton S. Makarov, Ludmila N. Sorotskaja, Maxim G. Uchuskin, Igor V. Trushkov

 


Keywords


2-(het)arylquinolines; aldol condensation; cyclodehydration; (E,Z)-isomerization; Friedlaender synthesis; intramolecular cyclization

Full Text: PDF (Russian) Supplementary File(s): Supporting information (2MB)


 

 

Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv