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

• pressurized carbon monoxide gas. Good to excellent yields of carbonylated products were obtained via radical formylation, carbonylative cyclization and three-component coupling reactions, using tributyltin hydride or TTMSS as a radical mediator. Keywords: continuous flow system; microreactor; radical

• able to obtain the desired six-membered ring lactam 8 in good yield (entry 4). Using a similar microflow system, we then carried out a three-component coupling reaction comprised of 1-iodooctane (9), CO, and methyl vinyl ketone in the presence of tributyltin hydride [24], which also worked well to give

• 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

Cobalt(II) chloride catalyzed one-pot synthesis of α-aminonitriles

• Surya K. De

Beilstein J. Org. Chem. 2005, 1, No. 8, doi:10.1186/1860-5397-1-8

• , efficient, and practical method for the synthesis of α-aminonitriles through a one-pot three component coupling of aldehydes, amines, and potassium cyanide using a catalytic amount of cobalt(II) chloride. The major feature of this method is that it is truly a one-pot protocol that does not need a separate