Synthesis 2016; 48(02): 271-280
DOI: 10.1055/s-0035-1560754
paper
© Georg Thieme Verlag Stuttgart · New York

A Facile Linking of the Pyrrole Ring with Functionalized 3(2H)-Furanone Moieties

Anastasiya G. Malkina
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation   eMail: boris_trofimov@irioch.irk.ru
,
Olesya A. Shemyakina
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation   eMail: boris_trofimov@irioch.irk.ru
,
Anton V. Stepanov
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation   eMail: boris_trofimov@irioch.irk.ru
,
Olga G. Volostnykh
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation   eMail: boris_trofimov@irioch.irk.ru
,
Igor A. Ushakov
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation   eMail: boris_trofimov@irioch.irk.ru
,
Lyubov N. Sobenina
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation   eMail: boris_trofimov@irioch.irk.ru
,
Tatyana N. Borodina
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation   eMail: boris_trofimov@irioch.irk.ru
,
Vladimir I. Smirnov
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation   eMail: boris_trofimov@irioch.irk.ru
,
Boris A. Trofimov*
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation   eMail: boris_trofimov@irioch.irk.ru
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Publikationsverlauf

Received: 02. August 2015

Accepted after revision: 24. September 2015

Publikationsdatum:
29. Oktober 2015 (online)


Abstract

The CN-functionalized pyrrole(indole)-3(2H)-furanone derivatives are readily synthesized via the domino reaction of diverse pyrrole(indole) carboxylic acids with tertiary cyanopropargylic alcohols (Et3N, MeCN, MW reactor, 100 °C, 1.2 atm) in up to 93% yield.

Supporting Information