Koch–Haaf reaction of adamantanols in an acid-tolerant hastelloy-made microreactor

• Takahide Fukuyama,
• Yu Mukai and
• Ilhyong Ryu

Beilstein J. Org. Chem. 2011, 7, 1288–1293, doi:10.3762/bjoc.7.149

• this reactor system, a hastelloy-made microextraction unit (a flow-workup system) was attached (Figure 2 and Figure 3). The microextraction unit has three inlets and one outlet (channel size: 1 mm i.d. × 14 cm). The reaction mixture was mixed at T-shaped junctions with Et2O and water, and a biphasic

Homocoupling of aryl halides in flow: Space integration of lithiation and FeCl₃ promoted homocoupling

• Aiichiro Nagaki,
• Yuki Uesugi,
• Yutaka Tomida and
• Jun-ichi Yoshida

Beilstein J. Org. Chem. 2011, 7, 1064–1069, doi:10.3762/bjoc.7.122

• been effectively accomplished in an integrated flow microreactor system. Results and Discussion First, we focused on the generation of p-methoxyphenyllithium from p-bromoanisole (Scheme 1). A flow microreactor system, consisting of two T-shaped micromixers (M1 and M2) and two microtube reactors (R1 and

• halide followed by reaction with methanol. T-shaped micromixer: M1 (inner diameter: 250 μm), and M2 (inner diameter: 500 μm), microtube reactor: R1 and R2 ( = 1000 μm, length = 50 cm), a solution of aryl halides: 0.10 M in THF (6.0 mL/min), a solution of lithium reagent: 0.40 M or 0.42 M in hexane (n

• with scatter overlay shows the yields of anisole (%), which are indicated by small circles. Integrated flow microreactor system for oxidative homocoupling reaction of aryllithium with FeCl3. T-shaped micromixer: M1 (inner diameter: 250 μm), M2 (inner diameter: 500 μm), and M3 (inner diameter: 500 μm

Continuous flow enantioselective arylation of aldehydes with ArZnEt using triarylboroxins as the ultimate source of aryl groups

• Julien Rolland,
• Xacobe C. Cambeiro,
• Carles Rodríguez-Escrich and
• Miquel A. Pericàs

Beilstein J. Org. Chem. 2009, 5, No. 56, doi:10.3762/bjoc.5.56

• triethylboroxin mixture in toluene). Both flows were mixed in a T-shaped piece placed immediately before the reactor, in order to minimize the amount of background, non-enantioselective addition reaction before contact with the supported catalyst. Additionally, a supply of dry toluene was connected to both pumps

Acid- mediated reactions under microfluidic conditions: A new strategy for practical synthesis of biofunctional natural products

• Katsunori Tanaka and
• Koichi Fukase

Beilstein J. Org. Chem. 2009, 5, No. 40, doi:10.3762/bjoc.5.40

• ). After the reaction mixture was allowed to flow at −78 °C for an additional 47 seconds through a reactor tube (Ø = 1.0 mm, l = 1.0 m), the mixture was quenched by another flow of excess triethylamine dissolved in dichloromethane by using a T-shaped mixer at −78 °C. When the concentrations of the donor 1a

Radical carbonylations using a continuous microflow system

• Takahide Fukuyama,
• Md. Taifur Rahman,
• Naoya Kamata and
• Ilhyong Ryu

Beilstein J. Org. Chem. 2009, 5, No. 34, doi:10.3762/bjoc.5.34

• in a controlled manner into the system and was mixed with the toluene solution containing a radical mediator, a radical initiator and a substrate in a T-shaped micromixer (stainless steel, internal diameter: 1000 μm). This biphasic (gas-liquid) mixture was then guided through a stainless steel

• acyl radical traps (entries 6 and 7 ). Gratifyingly, in both cases, good yields of the three-component coupling products were formed by using reduced CO pressure. Conclusion We have developed a facile platform to conduct radical carbonylation under CO pressure in a flow system comprised of a T-shaped

• ), which was then attached to a syringe pump. The system was pressurized with CO (83 atm) by means of the pressure control valve. The flow rate of CO was controlled at 0.14 mL/min by the mass flow controller. The toluene solution was introduced at a flow rate of 0.37 mL/min, then was mixed with CO in the T

Asymmetric reactions in continuous flow

• Xiao Yin Mak,
• Paola Laurino and
• Peter H. Seeberger

Beilstein J. Org. Chem. 2009, 5, No. 19, doi:10.3762/bjoc.5.19

• of benzaldehyde (1) catalyzed by lanthanide(III)-PyBox complexes was investigated using a T-shaped borosilicate microreactor and electroosmotic flow (Scheme 1) [12]. The reaction was initially screened with different lanthanide (III) complexes such as Ce(III), Yb(III) and Lu(III). Further efforts

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

• 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

Synthesis of unsymmetrically substituted biaryls via sequential lithiation of dibromobiaryls using integrated microflow systems

• Aiichiro Nagaki,
• Naofumi Takabayashi,
• Yutaka Tomida and
• Jun-ichi Yoshida

Beilstein J. Org. Chem. 2009, 5, No. 16, doi:10.3762/bjoc.5.16

• of two T-shaped micromixers (M1 and M2) and two microtube reactors (R1 and R2) shown in Figure 1. A solution of 2,2′-dibromobiphenyl (1) (0.10 M) in THF (flow rate: 6.00 ml·min−1, 0.60 mmol min−1) and a solution of n-BuLi (0.50 M) in hexane (flow rate: 1.20 ml·min−1, 0.60 mmol min−1) were introduced

• monolithiation of 2,2′-dibromobiphenyl (1) followed by the reaction with an electrophile using the microflow system in hand, sequential introduction of two electrophiles (E1 and E2) onto 2,2′-dibromobiphenyl (1) was examined using an integrated microflow system composed of four T-shaped micromixers (M1, M2, M3

• and M4) and four microtube reactors (R1, R2, R3 and R4) shown in Figure 3. In this case, T-shaped micromixers M3 and M4 having the inside diameter of 500 μm were used to suppress the pressure increase because an increase in the numbers of micromixers and microtube reactors in the system causes a