Article ; Online: Late-stage functionalization of biologically active heterocycles through photoredox catalysis.
Angewandte Chemie (International ed. in English)
2014 Volume 53, Issue 19, Page(s) 4802–4806
Abstract: The direct CH functionalization of heterocycles has become an increasingly valuable tool in modern drug discovery. However, the introduction of small alkyl groups, such as methyl, by this method has not been realized in the context of complex molecule ... ...
| Abstract | The direct CH functionalization of heterocycles has become an increasingly valuable tool in modern drug discovery. However, the introduction of small alkyl groups, such as methyl, by this method has not been realized in the context of complex molecule synthesis since existing methods rely on the use of strong oxidants and elevated temperatures to generate the requisite radical species. Herein, we report the use of stable organic peroxides activated by visible-light photoredox catalysis to achieve the direct methyl-, ethyl-, and cyclopropylation of a variety of biologically active heterocycles. The simple protocol, mild reaction conditions, and unique tolerability of this method make it an important tool for drug discovery. |
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| MeSH term(s) | Catalysis ; Heterocyclic Compounds/chemistry ; Oxidation-Reduction ; Photochemistry |
| Chemical Substances | Heterocyclic Compounds |
| Language | English |
| Publishing date | 2014-05-05 |
| Publishing country | Germany |
| Document type | Journal Article |
| ZDB-ID | 2011836-3 |
| ISSN | 1521-3773 ; 1433-7851 |
| ISSN (online) | 1521-3773 |
| ISSN | 1433-7851 |
| DOI | 10.1002/anie.201402023 |
| Database | MEDical Literature Analysis and Retrieval System OnLINE |
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