I2–TBHP-Catalyzed Oxidative Cross-Coupling of N‑Sulfonyl Hydrazones and Isocyanides to 5‑Aminopyrazoles

I2–TBHP-Catalyzed Oxidative Cross-Coupling of N‑Sulfonyl Hydrazones and Isocyanides to 5‑Aminopyrazoles

I2–TBHP-catalyzed oxidative cross coupling of N-sulfonyl hydrazones with isocyanides has been realized for the synthesis of 5-aminopyrazoles through formal [4 + 1] annulation via in situ azoalkene formation. Notable features are the metal/alkyne-free strategy, C–C and C–N bond formation, atom econom...

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Veröffentlicht in:Organic letters 2015-03, Vol.17 (6), p.1521-1524
Hauptverfasser: Senadi, Gopal Chandru, Hu, Wan-Ping, Lu, Ting-Yi, Garkhedkar, Amol Milind, Vandavasi, Jaya Kishore, Wang, Jeh-Jeng
Format: Artikel
Sprache:eng
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Zusammenfassung:I2–TBHP-catalyzed oxidative cross coupling of N-sulfonyl hydrazones with isocyanides has been realized for the synthesis of 5-aminopyrazoles through formal [4 + 1] annulation via in situ azoalkene formation. Notable features are the metal/alkyne-free strategy, C–C and C–N bond formation, atom economy, catalytic I2, broad functional group tolerance, good reaction yields, shorter time, and also applicability to one-pot methodology.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b00398