Visible-Light-Induced Catalysis: A Regioselectivity Switch between [2+1] and [2+2] Cycloaddition of Diazocarbonyls with Olefins

Visible-light-promoted [2+1] arid [2+2] cycloaddition reactions of diazocarbonyls with olefins have been developed, affording functionalized cyclopropanes and cyclobutanes, respectively. In visible-light catalysis of Ir(ppy)(3), a simple addition of Rh-2(OAc)(4) switches the regioselectivity from [2+1] to [2+2] cycloaddition with good reactivity and high regioselectivity.

Automated summary

Visible-light-promoted [2+1] and [2+2] cycloaddition reactions of diazocarbonyls with olefins have been developed, and the regioselectivity and reactivity could be controlled by the addition of Rh-2(OAc)(4) in the presence of Ir(ppy)(3) catalyst.