C2-selective direct alkynylation of indoles
GL Tolnai, S Ganss, JP Brand, J Waser
Index: Tolnai, Gergely L.; Ganss, Stephanie; Brand, Jonathan P.; Waser, Jerome Organic Letters, 2013 , vol. 15, # 1 p. 112 - 115
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Citation Number: 64
Abstract
The first C2-selective alkynylation of indoles using the hypervalent iodine reagent triisopropylsilylethynyl-1, 2-benziodoxol-3 (1 H)-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 ...
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