Ultrasound assisted synthesis of 6-flavonyl substituted 1,4-dihydro-benzo[d][1,3]oxazin-2-ones via Suzuki–Miyaura coupling under Pd/C catalysis

Autor: Manojit Pal, Mandava Venkata Basaveswara Rao, Namburi Suresh, Gutta Lakshmi Prasanna
Rok vydání: 2019
Předmět:
Zdroj: Arabian Journal of Chemistry, Vol 12, Iss 8, Pp 4220-4230 (2019)
ISSN: 1878-5352
DOI: 10.1016/j.arabjc.2016.05.009
Popis: Pd/C facilitated Suzuki–Miyaura coupling of 2-aryl-3-bromoflavones with 4,4-disubstituted (1,4-dihydro-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acids under ultrasound irradiation. The methodology involving the use of 10%Pd/C-TBAB-K2CO3 system in DMF/H2O afforded corresponding 6-flavonyl substituted 1,4-dihydro-benzo[d][1,3]oxazin-2-ones in good yield within a short reaction time. The role of ultrasound and catalyst along with the recyclability of Pd/C was examined and a reaction mechanism is proposed. Keywords: Pd/C, Ultrasound, Suzuki–Miyaura coupling, Flavones, Benzoxazin-2-one
Databáze: OpenAIRE