Organic Letters · 2008 · 93 citations · 78 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisMacrocycle SynthesisOrganic SynthesisRetrosynthetic AnalysisAsymmetric Heterocycle SynthesisIndole ChemistryIndole DerivativesIndole SynthesisRing-forming ReactionsTransition Metal-catalyzed Synthesis
A sequential metal-catalyzed C-N bond formation employing ortho-haloaryl acetylenic bromides is described. The initial amidation is highly selective for C (sp)-N bond formation, leading to o-haloaryl-substituted ynamides that can be useful building blocks, while the overall sequence provides a facile construction of 2-amido-indoles.
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Mirko Kranenburg, Yuri E. M. van der Burgt, Paul C. J. Kamer et al. · Organometallics · 1995 · 850 citations · Full text