Cobalt-Catalyzed C-H Allylation of Arenes with Allylic Amines

Main observation and conclusion [Cp*Co(CO)I-2] effectively catalyzes pyridyl-directed C-H allylation of arenes with allylic amines in the presence of AgOAc and CF3COOAg. The reaction features ortho-position monoallylation of 2-pyridylarenes, giving the allylated arenes in moderate to high yields. A range of functional groups including OMe, Me, Ph, F, Cl, Br, CF3, C(O)Me, COOEt, and COOH groups are tolerated. Pyrimidyl-directed C-H allylation of arenes were also performed under the same conditions. Reaction of 2-phenylpyrimidine, 2-(4-methoxyphenyl)pyrimidine, and 2-(3-fluorophenyl)pyrimidine leads to a mixture of ortho-position mono- and bisallylation products. Reaction of other 2-(substituted aryl)pyrimidines resulted in ortho-position monoallylation products.

Automated summary

The study found that [Cp*Co(CO)I-2] effectively catalyzes the pyridyl-directed C-H allylation of arenes with allylic amines in the presence of AgOAc and CF3COOAg, resulting in moderate to high yields under appropriate conditions. The reaction shows good tolerance towards a variety of functional groups and has certain universality for catalyzing the arylation of C-H bonds.