10599-69-6

Clear yellow liquid

2-Methyl-5-propionyl-furan serves as a heteroaryl ketone substrate in palladacycle-catalyzed C-methylation, giving the corresponding C-methylated product in 65% yield[1]. In Mn-catalyzed asymmetric transfer hydrogenation, 2-methyl-5-propionyl furan is readily reduced to the corresponding alcohol in high yield[2].

ChEBI: 2-methyl-5-propionylfuran is a member of the class of furans that is furan substituted by propionyl and methyl groups at positions 2 and 5, respectively. It is a flavouring agent found in sesame seed oil and coffee. It has a role as a flavouring agent, a plant metabolite and a human metabolite. It is an aromatic ketone and a member of furans.

[1] Mamidala, R., Biswal, P., Subramani, M. S., Samser, S., & Venkatasubbaiah, K. (2019). Palladacycle-Phosphine Catalyzed Methylation of Amines and Ketones Using Methanol. The Journal of Organic Chemistry, 84(16), 10472–10480. https://doi.org/10.1021/acs.joc.9b00983
[2] Wang, Z., Zhang, S., Ma, Z., Li, L., Yan, X., Cao, Q., Su, Y., Ma, N., & Wang, Z. (2024). Cycloheptyl-fused-PNN-manganese catalyzed asymmetric transfer hydrogenation of ketones. Molecular Catalysis, 564, 114274. https://doi.org/10.1016/j.mcat.2024.114274