Original scientific paper

C-Acylation of 2-Methylfuran and Thiophene using N-Acylbenzotriazoles

Alan R. Katritzky ; Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA
Kazuyuki Suzuki ; Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA
Sandeep K. Singh ; Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA

Abstract

Reactions of 2-methylfuran and thiophene with readily available N-acylbenzotriazoles (RCOBt, where R = 4-tolyl, 4-methoxyphenyl, benzyl, 4-nitrophenyl, 4-diethylaminophenyl, 2-pyridyl and 1-naphthyl) in the presence of TiCl₄ or ZnBr₂ produced 2-methyl-4-acylfurans 2a-e and 2-acylthiophenes 3a-f in average yields of 54 % and 75 %, respectively. Literature yields for the preparation of the same compounds are significantly lower.

Keywords

C-acylation; 2-methylfuran; thiophene; N-acylbenzotriazoles

Hrčak ID:

102662

URI

https://hrcak.srce.hr/102662

Publication date:

31.5.2004.

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