Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 24, Issue 3, Pages 551-555Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201703802
Keywords
annulation; B-H activation; carborane; iridium catalysis; isocoumarin
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Funding
- National Natural Science Foundation of China [107305-N11412]
- National Basic Research Program of China (973 Project) [2015CB856500]
- Chinese 1000 Young Talents Plan
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An iridium-catalyzed alkenylation/annulation sequence between monocarba-closo-dodecaborate carboxylic acids and diarylacetylenes is reported. Regioselective activation of the B2 position, followed by B-C bond formation and ring closure, affords 3D bora-analogues of isocoumarins. The reaction tolerates a variety of functional groups on the aromatic rings and can be extended to B12-substituted derivatives. Furthermore, subsequent alkenylation of the B4 vertex has been achieved in high yields.
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