Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 354, Issue 13, Pages 2387-2394Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201200469
Keywords
alkynes; carbon dioxide; carboxylation; copper; nucleometalation
Categories
Funding
- National Basic Research Program of China [2009CB825300]
- National Natural Science Foundation of China [20732005]
- Project for Basic Research in Natural Science by Shanghai Municipal Committee of Science [08dj1400100]
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The first copper-catalyzed cyclic anti-nucleometallationcarboxylation of 2-alkynylanilines with carbon dioxide in the presence of dimethylzinc (ZnMe2) and cesium fluoride (CsF) for the effective synthesis of indolyl-3-carboxylic acids and indolodihydropyran-2-one is described. Through a mechanistic study, it is unveiled that the metal ions Cu2+, Zn2+, Cs+ and F- are working together for this CO2-based highly efficient carboxylation.
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