Mild and Low-Pressure fac-Ir(ppy)3 -Mediated Radical Aminocarbonylation of Unactivated Alkyl Iodides through Visible-Light Photoredox Catalysis.
A novel, mild and facile preparation of alkyl amides from unactivated alkyl iodides employing a fac-Ir(ppy)3 -catalyzed radical aminocarbonylation protocol has been developed. Using a two-chambered system, alkyl iodides, fac-Ir(ppy)3 , amines, reductants, and CO gas (released ex situ from Mo(CO)6 ), were combined and subjected to an initial radical reductive dehalogenation generating alkyl radicals, and a subsequent aminocarbonylation with amines affording a wide range of alkyl amides in moderate to excellent yields.
Organic Pharmaceutical Chemistry, Department of Medicinal Chemistry Uppsala University, Uppsala Biomedical Centre, Uppsala University, P. O. Box 574, 75 123 Uppsala, Sweden.
Shiao Y
SY
Chow
Organic Pharmaceutical Chemistry, Department of Medicinal Chemistry Uppsala University, Uppsala Biomedical Centre, Uppsala University, P. O. Box 574, 75 123 Uppsala, Sweden.
Marc Y
http://orcid.org/0000-0002-9441-3767
MY
Stevens
Organic Pharmaceutical Chemistry, Department of Medicinal Chemistry Uppsala University, Uppsala Biomedical Centre, Uppsala University, P. O. Box 574, 75 123 Uppsala, Sweden.
Linda
L
Åkerbladh
Organic Pharmaceutical Chemistry, Department of Medicinal Chemistry Uppsala University, Uppsala Biomedical Centre, Uppsala University, P. O. Box 574, 75 123 Uppsala, Sweden.
Sara
S
Bergman
Organic Pharmaceutical Chemistry, Department of Medicinal Chemistry Uppsala University, Uppsala Biomedical Centre, Uppsala University, P. O. Box 574, 75 123 Uppsala, Sweden. luke.odell@orgfarm.uu.se.
Luke R
http://orcid.org/0000-0001-7658-5103
LR
Odell
amides; carbonylation; photocatalysis; radical reactions