Regioselective Synthesis of β‐Aryl Enaminones and 1,4,5‐ Trisubstituted 1,2,3‐Triazoles from Chalcones and Benzyl Azides | Zendy

Xie YuYang | Zendy; Wang YingChun | Zendy; Qu HongEn | Zendy; Tan XianChun | Zendy; Wang HengShan | Zendy; Pan YingMing | Zendy

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Regioselective Synthesis of β‐Aryl Enaminones and 1,4,5‐ Trisubstituted 1,2,3‐Triazoles from Chalcones and Benzyl Azides

Author(s) -

Xie YuYang,

Wang YingChun,

Qu HongEn,

Tan XianChun,

Wang HengShan,

Pan YingMing

Publication year - 2014

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201400315

Subject(s) - chemistry , regioselectivity , aryl , toluene , catalysis , organic chemistry , solvent , combinatorial chemistry , alkyl

A highly regioselective synthesis of β‐aryl enaminones and 1,4,5‐trisubstituted 1,2,3‐triazoles from chalcones and benzyl azides based on reaction solvent selection is reported. In the presence of a catalytic amount of Ce(OTf) 3 , reactions of chalcones with benzyl azides in DMF at 100 °C afforded densely substituted Z ‐β‐aryl enaminones in good to excellent yields, whereas treatment of chalcones with benzyl azides in toluene at 100 °C selectively produced 1,4,5‐trisubstituted 1,2,3‐triazoles in excellent yields.

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