K. E. Shepelenko, I. G. Gnatiuk, M. E. Minyaev, V. M. Chernyshev, “Synthesis of furo[2,3-c]quinolinones via intramolecular C(3)–H arylation of furan core under Pd/NHC-catalysis”, Mendeleev Commun., 2024, Volume 34, Issue 2,Pages 198

Communications

Synthesis of furo[2,3-c]quinolinones via intramolecular C(3)–H arylation of furan core under Pd/NHC-catalysis

K. E. Shepelenko^a, I. G. Gnatiuk^a, M. E. Minyaev^b, V. M. Chernyshev^a

^a Platov South-Russian State Polytechnic University, Novocherkassk, Russian Federation
^b N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Abstract: An efficient procedure for the preparation of furo[2,3-c]-quinolin-4(5H)-ones from 2-furoic acid N-(o-bromoaryl)- amides via selective intramolecular C(3)–H arylation of the furan nucleus involves the catalysis by a Pd/NHC system generated in situ from Pd(OAc)₂ and readily available IPr^SPh HCl proligand. A series of novel furo[2,3-c]quinolin-4(5H)-ones were prepared in 65–80% isolated yields.

Keywords: palladium, C–H activation, arylation, N-heterocyclic carbene ligands, furo[2,3-c]quinolin-4(5H)-ones.

Language: English

DOI: 10.1016/j.mencom.2024.02.012

	*Supplementary materials:*
		Supplementary_data_1.pdf	3.9 Mb