Affiliation:
1. Department of Chemistry and Biochemistry, The Ohio State University, Columbus, OH, USA.
Abstract
Iodine smooths the way to ketyl radicals
Chemists typically transform carbonyl compounds through polar two-electron reactions. It is also possible to pursue radical coupling strategies by adding just one electron to form a ketyl group. However, the strong reductant supplying that electron often limits the reaction's versatility. Wang
et al.
report a mild means of forming ketyls by first adding acetyl iodides across the C=O bond (see the Perspective by Blackburn and Roizen). A photoactivated manganese catalyst then temporarily pulls the iodine away, leaving a ketyl to couple with alkynes. The iodine then returns to one of the alkyne's carbons, stabilizing the product but remaining poised for further transformations.
Science
, this issue p.
225
; see also p.
157
Funder
National Science Foundation
National Institutes of Health
Howard Hughes Medical Institute
American Chemical Society Petroleum Research Fund
Publisher
American Association for the Advancement of Science (AAAS)
Cited by
149 articles.
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