Affiliation:
1. LASOL CCQFA Universidade Federal de Pelotas UFPel, P.O. Box 354 96010-900 Pelotas RS Brazil
2. Laboratory of Biotechnology of Natural and Synthetic Products Universidade de Caxias do Sul Caxias do Sul RS Brazil
3. Peoples Friendship University of Russia RUDN University) 6 Miklukho-Maklaya str. Moskva 117198, Moscow Russia
4. Universidad ECOTEC Km 13.5 Samborondón Samborondón EC 092302 Ecuador
Abstract
AbstractWe described here a simple and metal‐free protocol to synthesize [1,2,3]triazolo[1,5‐a]quinoline 3‐carboxamides through a two‐step synthetic strategy, in which the first step uses organocatalysis (10 mol % of diethylamine or 1,8‐diazabicyclo[5.4.0]undec‐7‐ene, while the second step involves the use of inorganic base (1.2 or 0.1 equiv. of potassium hydroxide). These reactions were performed betweenβ‐keto amides ando‐carbonyl phenylazides in dimethylsulfoxide as solvent at 70 °C for 2 h. The synthetic protocol is ample, which thirteen examples of secondary [1,2,3]triazolo[1,5‐a]quinoline 3‐carboxamides were synthesized ranging from good to excellent yields (63‐96 %), and six different tertiary [1,2,3]triazolo[1,5‐a]quinolines 3‐carboxamides were obtained ranging from moderate to good yields (48–76 %).
Funder
Fundação de Amparo à Pesquisa do Estado do Rio Grande do Sul
Subject
Organic Chemistry,Physical and Theoretical Chemistry