Synthesis of 3‑Sulfonylamino Quinolines from 1‑(2-Aminophenyl) Propargyl Alcohols through a Ag(I)-Catalyzed Hydroamination, (2 + 3) Cycloaddition, and an Unusual Strain-Driven Ring Expansion

We describe herein a silver-catalyzed conversion of 1-(2-aminophenyl)-propargyl alcohols to 4-substituted 3-tosylaminoquinolines using TsN3 as an amino surrogate. Controlled reactions reveal the pathway consisting of Ag­(I)-catalyzed 5-exo-dig cyclization, catalyst-free (2 + 3) cycloaddition, and ri...

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Veröffentlicht in:	Organic letters 2015-05, Vol.17 (9), p.2226-2229
Hauptverfasser:	Kumar, Yalla Kiran, Kumar, Gadi Ranjith, Reddy, Thota Jagadeshwar, Sridhar, Balasubramanian, Reddy, Maddi Sridhar
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkynes - chemistry Catalysis Cyclization Cycloaddition Reaction Molecular Structure Propanols - chemistry Quinolines - chemical synthesis Quinolines - chemistry Silver - chemistry Sulfhydryl Compounds - chemical synthesis Sulfhydryl Compounds - chemistry
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