Synthesis 2015; 47(09): 1329-1336
DOI: 10.1055/s-0034-1378687
paper
© Georg Thieme Verlag Stuttgart · New York

Base-Catalyzed Addition of Ketones to Alkynes as a Key Step in the One-Pot Synthesis of 1-Formyl-2-pyrazolines

Elena Yu. Schmidt
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation   Email: [email protected]
,
Elena V. Ivanova
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation   Email: [email protected]
,
Inna V. Tatarinova
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation   Email: [email protected]
,
Nadezhda V. Semenova
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation   Email: [email protected]
,
Igor A. Ushakov
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation   Email: [email protected]
,
Boris A. Trofimov*
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation   Email: [email protected]
› Author Affiliations
Further Information

Publication History

Received: 03 December 2014

Accepted after revision: 19 January 2015

Publication Date:
24 February 2015 (online)


Abstract

The reaction of ketones with alkynes in the presence of potassium tert-butoxide and dimethylsulfoxide followed by the treatment of the reaction mixture with hydrazine hydrate and formic acid leads to 2-pyrazoline-1-carbaldehydes in up to 81% yield.

Supporting Information

 
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