Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 22, Pages 11514-11520Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b02197
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Funding
- National Natural Science Foundation of China [21406201]
- Special Program for Key Basic Research of the Ministry of Science and Technology of China [2014CB46060]
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An Fe(III)-catalyzed solvent-free cross-dehydro-genative coupling of 3-benzylic indoles and compounds with acidic methylene groups has been achieved under high-speed ball milling (HSBM) conditions at room temperature. The reactions afford desired 3-arylmethylindole derivatives in moderate to high yields within 21 min of grinding. Besides, both N-substituted and N-free indoles can take part in this mechanochemical reaction as efficient nucleophiles to give bisindoles with satisfactory results. Remarkably, this protocol displays the possibility to induce high activity when using iron catalysts under HSBM conditions.
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