An Improved Procedure for the Preparation of 3-Methyl-2-Cyclopenten-1-One

Synthesis of biomass-derived methylcyclopentane as a gasoline additive via aldol condensation/hydrodeoxygenation of 2,5-hexanedione

“…20 Therefore, the goal of this work is to develop a method to use HD as a biomass-derived platform molecule for the production of gasoline-range products with high selectivity using heterogeneous catalysts. Previous studies have shown that moderate yields of MCP can be achieved using soluble bases (e.g., NaOH and KOH); [21][22][23][24][25] however, these materials are corrosive and difficult to recover. Therefore, it is desirable to identify solid bases suitable for catalyzing the production of MCP from HD.…”

Hydroboration of aldehydes with pinacolborane catalyzed by bulky 2‐iminopyrrolyl copper(I) triphenylphosphine complexes

“…Benzylideneacetone was completely hydroborated with HBPin in the presence of 1 mol% of complex 3 after 10 min, in a 1.4:1.2 ratio of 24:1 and with only the E ‐isomer being observed (Figures S45 and S46 in the Supporting Information). No reaction was observed for the challenging cyclic ketone 3‐methylcyclopent‐2‐en‐1‐one, 37 for instance, even forcing the experimental conditions to 24 h and 80°C.…”

Production of 2,5-hexanedione and 3-methyl-2-cyclopenten-1-one from 5-hydroxymethylfurfural

“…In the early stage, Piancatelli et al synthesized cyclopentenones from furans, where the reaction was catalyzed by a homogeneous strong acid in an acetone/water system. 5 Synthetic methods using other starting materials such as alkynes, alkenes, carbon monoxide, 3,6 dienones, 7 1,3-dicarbonyl compounds, 8 isoprene, 9 mesyltriflone, 10 diazo ketones, 11 alkynones, 12 and HDN (2,5-hexanedione) 13,14 were also developed. It is worth mentioning that HDN can be obtained by the hydrolysis of a HMF-derived product, 2,5-dimethylfuran (DMF).…”