Weak Coordinating Carbonyl-Directed Rhodium(III)-Catalyzed C-H Activation at the C4-Position of Indole with Allyl Alcohols.
| Autor: | Sherikar MS; Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, Karnataka, India., Devarajappa R; Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, Karnataka, India., Prabhu KR; Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, Karnataka, India. |
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| Jazyk: | angličtina |
| Zdroj: | The Journal of organic chemistry [J Org Chem] 2020 Apr 17; Vol. 85 (8), pp. 5516-5524. Date of Electronic Publication: 2020 Mar 31. |
| DOI: | 10.1021/acs.joc.0c00277 |
| Abstrakt: | A weakly coordinating carbonyl-directed coupling of allyl alcohols at the C-4 position of indole derivatives under the C-H activation conditions catalyzed by Rh(III) is reported. This results in alkylation at the C-4 position of indole derivatives exclusively. The obtained product forms a tricyclic derivative under aldol reaction conditions, which can be a potential precursor for synthesizing a few alkaloid molecules such as ergot, hapalindole alkaloids, and related heterocyclic compounds. |
| Databáze: | MEDLINE |
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