Oxidative cyclization of alkenols with Oxone using a miniflow reactor

• Yoichi M. A. Yamada,
• Kaoru Torii and
• Yasuhiro Uozumi

Beilstein J. Org. Chem. 2009, 5, No. 18, doi:10.3762/bjoc.5.18

• oxidative cyclization of (Z)- and (E)-alkenols in i-PrOH with an aqueous solution of Oxone proceeded smoothly and safely in a PTFE tube without any exogenous catalytic species, and was subsequently quenched in a flow-reaction manner to afford the corresponding furanyl and pyranyl carbinols quantitatively

• conventional batch system to a miniflow system. The miniflow reaction system is composed of poly(tetrafluoroethylene) (PTFE) tubes of ø = 1 mm, T-shaped connectors, and syringes with syringe pumps as shown in Figure 1. When the miniflow reaction of the alkenols 1 in i-PrOH with an aqueous solution of Oxone was

• with a flow rate of 4.0 μl/min each by using syringe pumps from the individual inlets. The mixed solution passed through a PTFE tube reactor (length = 50 mm) at 80 °C, and then was quenched with 30% aq Na2S2O3 solution injected into the flow tube with a flow rate of 4.0 μl/min. The resulting organic