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Pregled bibliografske jedinice broj: 860533

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


Meščić, Andrijana; Šalić, Anita; Gregorić, Tomislav; Zelić, Bruno; Raić-Malić, Silvana
Continuous flow-ultrasonic synergy in click reactions for the synthesis of novel 1, 2, 3- triazolyl appended 4, 5-unsaturated L-ascorbic acid derivatives // RSC Advances, 7 (2017), 2; 791-800 doi:10.1039/C6RA25244C (međunarodna recenzija, članak, znanstveni)


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



POVEZANOST RADA


Projekt / tema
HRZZ-IP-2013-11-5596 - SINTEZA I CITOSTATSKA ISPITIVANJA BIBLIOTEKE NOVIH DUŠIKOVIH HETEROCIKLA (Silvana Raić-Malić, )

Ustanove
Fakultet kemijskog inženjerstva i tehnologije, Zagreb

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


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