Naslov
Continuous flow-ultrasonic synergy in click reactions for the synthesis of novel 1,2,3-triazolyl appended 4,5-unsaturated L-ascorbic acid derivatives

Autori
Meščić, Andrijana ; Šalić, Anita ; Gregorić, Tomislav ; Zelić, Bruno ; Raić-Malić, Silvana

Izvornik
RSC Advances (2046-2069) 7 (2017), 2; 791-800

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
flow chemistry ; L-ascorbic acid ; click cemistry

Sažetak
A combination of flow chemistry and batch-based synthetic procedures has been successfully applied to the assembly of novel 4, 5-unsaturated L-ascorbic acid series 6a–6n with diverse C-6- substituted 1, 2, 3- triazole moiety. We report herein the first Cu(I)-catalyzed 1, 3-dipolar cycloaddition of azido functionalized L-ascorbic acid derivative and selected alkynes to provide target 1, 2, 3- triazolyl appended 4, 5- didehydro-5, 6-dideoxy-L-ascorbic acid library 6a–6n under both micro-flow and batch conditions. Implementation of ultrasound with flow chemistry accelerated hour-scale reaction conditions in batch to the minute range in micro-flow device and considerably improved the yields for the flow syntheses of 6a–6n. Moreover, the synergistic use of microreactor technology and ultrasonic irradiation highlights the sustainable eco- friendly aspect of utilized method.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Kemijsko inženjerstvo

POVEZANOST RADA