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Visible-Light-Initiated Manganese Catalysis for C−H Alkylation of Heteroarenes: Applications and Mechanistic Studies.
- Source :
-
Angewandte Chemie International Edition . 11/27/2017, Vol. 56 Issue 48, p15309-15313. 5p. - Publication Year :
- 2017
-
Abstract
- A visible-light-driven Minisci protocol that employs an inexpensive earth-abundant metal catalyst, decacarbonyldimanganese Mn2(CO)10, to generate alkyl radicals from alkyl iodides has been developed. This Minisci protocol is compatible with a wide array of sensitive functional groups, including oxetanes, sugar moieties, azetidines, tert-butyl carbamates (Boc-group), cyclobutanes, and spirocycles. The robustness of this protocol is demonstrated on the late-stage functionalization of complex nitrogen-containing drugs. Photophysical and DFT studies indicate a light-initiated chain reaction mechanism propagated by .Mn(CO)5. The rate-limiting step is the iodine abstraction from an alkyl iodide by .Mn(CO)5. [ABSTRACT FROM AUTHOR]
- Subjects :
- *MANGANESE catalysts
*ALKYLATION
*HETEROARENES
*ALKYL radicals
*CYCLOBUTANE
Subjects
Details
- Language :
- English
- ISSN :
- 14337851
- Volume :
- 56
- Issue :
- 48
- Database :
- Academic Search Index
- Journal :
- Angewandte Chemie International Edition
- Publication Type :
- Academic Journal
- Accession number :
- 126404308
- Full Text :
- https://doi.org/10.1002/anie.201707958