Journal
ORGANIC LETTERS
Volume 13, Issue 14, Pages 3667-3669Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol201413r
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Funding
- AstraZeneca
- University of Edinburgh
- Engineering and Physical Sciences Research Council [EP/G007519/1] Funding Source: researchfish
- EPSRC [EP/G007519/1] Funding Source: UKRI
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A new approach to the Fischer-indole synthesis is reported that uses the reactive intermediate benzyne. The addition of N-tosyl hydrazones to arynes, generated through fluoride activation of 2-(trimethylsilyl)phenyl triflate precursors, leads to efficient N-arylation. Addition of a Lewis acid to the same reaction pot then affords N-tosylindole products via Fischer cyclization.
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