Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 354, Issue 16, Pages 3054-3064Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201200430
Keywords
alkynes; cesium; enamides; hydroamidation; iron
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Funding
- University of the Basque Country/Basque Government [GIC10/52/IT-370-10, S-PC10UN10, UFI QOSYC 11/22]
- Spanish Ministry of Science and Innovation [CTQ2010-20703]
- University of the Basque Country (UPV/EHU)
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A series of enamide derivatives was prepared by a simple procedure for the hydroamidation of alkynes with amides and sulfonamides. The use of such a mild base as cesium carbonate promotes the latter transformation, and the addition of catalytic amounts of iron(III) chloride has a beneficial effect in the outcome of some of the presented hydroamidation reactions. A range of indoles was also synthesized from ortho-alkynylanilides by both complementary procedures, which proved to be useful for the construction of the indolo[1,2-c]quinazoline tetracyclic system from an ortho-(2-aminophenylalkynyl)anilide.
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