ol0c00596_si_001.pdf (2.4 MB)
Ruthenium-Catalyzed Tandem Carbene/Alkyne Metathesis/N–H Insertion: Synthesis of Benzofused Six-Membered Azaheterocycles
journal contribution
posted on 2020-03-16, 04:30 authored by Damián Padín, Jesús A. Varela, Carlos SaáThe
Cp*RuCl-based catalyst enables expedient access to a variety
of benzofused six-membered azaheterocycles from unprotected o-alkynylanilines and trimethylsilyldiazomethane through
an unprecedent tandem carbene/alkyne metathesis/N–H insertion
reaction. The transformation takes place under mild reaction conditions
(room temperature, <15 min) and with excellent functional group
tolerance. The synthetic utility of the final products and a mechanistic
rationale are also discussed.
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reaction conditionsrationalealkynylanilineinsertionunprecedentutilityaccessvarietyTandemCarbeneRuthenium-CatalyzedtransformationSynthesibenzofused six-membered azaheterocyclestrimethylsilyldiazomethanetandemcatalystBenzofused Six-Membered Azaheterocyclesgroup toleranceminMetathesiroom temperatureInsertionCpmetathesicarbene
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