2,3-Dihydrofuran

477210293 2,3-Dihydrofuran.svg Skeletal formula of 2,3-dihydrofuran 2,3-Dihydrofuran-3D-balls.png 130 Ball-and-stick model of the 2,3-dihydrofuran molecule 2,3-Dihydrofuran correct chemspider correct EBI 51662 64096 1/C4H6O/c1-2-4-5-3-1/h1,3H,2,4H2 JKTCBAGSMQIFNL-UHFFFAOYAF correct chemspider 1S/C4H6O/c1-2-4-5-3-1/h1,3H,2,4H2 correct chemspider JKTCBAGSMQIFNL-UHFFFAOYSA-N correct CAS 1191-99-7 correct FDA 07M2EY3BG1 70934 O1\C=C/CC1 4 6 1 0,927 g/mL 54.6 Wilson Christopher L. December 1947 Reactions of Furan Compounds. VII. Thermal Interconversion of 2,3-Dihydrofuran and Cyclopropane Aldehyde Journal of the American Chemical Society 69 12 3002–3004 10.1021/ja01204a020 2,3-Dihydrofuran is a heterocyclic compound with the formula C4H6O. It is isomeric with 2,5-dihydrofuran. 2,3-Dihydrofuran is one of the simplest enol ethers. It is a colorless volatile liquid. Reactions It undergoes lithiation upon treatment with butyl lithium. The resulting 2-lithio derivative is a versatile intermediate.1,2-Metallate Rearrangement: (Z)-4-(2-Propenyl)-3-octen-1-ol Krzysztof Jarowicki Philip J. Kocienski Liu Qun Org. Synth. 2002 79 11 10.15227/orgsyn.079.0011 free10.15227/orgsyn.073.0215 free 4-Ketoundecanoic Acid Organic Syntheses 1996 73 215 M. A. Tschantz L. E. Burgess A. I. Meyers Synthesis and occurrence 2,3-Dihydrofurans are intermediates in the Feist–Benary synthesis of furans from α-halogen ketones and β-dicarbonyl compounds.Gilchrist Thomas L. Heterocyclic Chemistry 1997 Longman Liverpool 209–212 3rd The 2,3-dihydrofuran ring can be synthesized by several methods. These routes usually involve cyclization or cycloaddition reactions of carbonyl compounds using metal-containing catalysts.An Oxyboration Route to a Single Regioisomer of Borylated Dihydrofurans and Isochromenes Kim N. Tu Chao Gao Suzanne A. Blum J. Org. Chem. 2018 83 11204 10.1021/acs.joc.8b01790Pd-Catalyzed Asymmetric Allylic Substitution Cascade of But-2-ene-1,4-diyl Dimethyl Dicarbonate for the Synthesis of Chiral 2,3-Dihydrofurans Hao Liu Zhenliang Sun Kai Xu Yan Zheng Delong Liu Wanbin Zhang Org. Lett. 2020 22 4680 10.1021/acs.orglett.0c01483 Iodine can also serve as a catalystIodine-Catalyzed Synthesis of Substituted Furans and Pyrans: Reaction Scope and Mechanistic Insights Domenic P. Pace Raphaël Robidas Uyen P. N. Tran Claude Y. Legault Thanh Vinh Nguyen J. Org. Chem. 2021 86 8154 10.1021/acs.joc.1c00608 as well as Raney nickel.Reductive Denitrogenation of Six-membered Cyclic Nitronates to Densely Substituted Dihydrofurans with Raney® Nickel/AcOH System Evgeny V. Pospelov Alexander V. Zhirov Baglan Kamidolla Alexey Yu. Sukhorukov Adv. Synth. Catal. 2023 365 8154 10.1002/adsc.202300573 References Category:Dihydrofurans