期刊
ORGANIC LETTERS
卷 15, 期 1, 页码 112-115出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol3031389
关键词
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资金
- EPFL
- F. Hoffmann-La Roche Ltd.
- Sciex-NMSch fellowship of the Swiss confederation
The first C2-selective alkynylation of indoles using the hypervalent iodine reagent triisopropylsilylethyny1-1,2-benziodoxol-3(1H)-one (TIPS-EBX) with Pd(II) as a catalyst is described. This convenient and robust method gives a single-step access to substituted alkynyl indoles with very high C2 selectivity. The reaction is orthogonal to classical Pd(0) cross-coupling reactions, as it is tolerant to bromide and iodide substituents. The used silyl protecting group can be easily removed to give terminal acetylenes.
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