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Ag(I)-catalyzed aminofluorination of alkynes: efficient synthesis of 4-fluoroisoquinolines and 4-fluoropyrrolo[α]isoquinolines.

Ag(I)-catalyzed aminofluorination of alkynes: efficient synthesis of 4-fluoroisoquinolines and 4-fluoropyrrolo[α]isoquinolines.

Organic letters (2012-10-24)

Tao Xu, Guosheng Liu

RESUMEN

A silver-catalyzed intramolecular oxidative aminofluorination of alkynes has been developed by using NFSI as a fluorinating reagent. This reaction represents an efficient method for the synthesis of various 4-fluoroisoquinolines and 4-fluoropyrrolo[α]isoquinolines.

MATERIALES

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Sigma-Aldrich

Nitrato de plata, ACS reagent, ≥99.0%

Sigma-Aldrich

Nitrato de plata, ReagentPlus^®, ≥99.0% (titration)

Sigma-Aldrich

Nitrato de plata, 99.9999% trace metals basis

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Nitrato de plata, puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., ≥99.8%

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Nitrato de plata, puriss. p.a., ≥99.5% (AT)

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Nitrato de plata, meets analytical specification of Ph. Eur., BP, USP, 99.8-100.5%

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Nitrato de plata, BioReagent, suitable for plant cell culture, >99% (titration)

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Nitrato de plata solution, 2.5 % (w/v) AgNO₃ in H₂O

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Silver nitrate on silica gel, extent of labeling: ~10 wt. % loading, +230 mesh

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Nitrato de plata, BioXtra, >99% (titration)

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Nitrato de plata solution, 0.0282 M

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Nitrato de plata solution, 0.05 M

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Nitrato de plata solution, suitable for atomic absorption spectrometry, 1 mg/mL Ag, 1000 ppm Ag

Sigma-Aldrich

Nitrato de plata, tested according to Ph. Eur.