Synthesis 2013; 45(5): 678-682
DOI: 10.1055/s-0032-1318149
paper
© Georg Thieme Verlag Stuttgart · New York

Click Chemistry with 2-Ethynyl-4,5,6,7-tetrahydroindoles: Towards Functionalized Tetrahydroindole-Triazole Ensembles

Authors

  • Lyubov N. Sobenina

    a   A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation
  • Denis N. Tomilin

    a   A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation
  • Igor A. Ushakov

    a   A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation
  • Albina I. Mikhaleva

    a   A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation
  • J. Sh. Ma

    b   Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. of China   Fax: +7(3952)419346   eMail: boris_trofimov@irioch.irk.ru
  • G. Yang

    b   Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. of China   Fax: +7(3952)419346   eMail: boris_trofimov@irioch.irk.ru
  • Boris A. Trofimov*

    a   A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation
Weitere Informationen

Publikationsverlauf

Received: 02. Dezember 2012

Accepted after revision: 11. Januar 2013

Publikationsdatum:
01. Februar 2013 (online)


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Abstract

2-Ethynyl-4,5,6,7-tetrahydroindoles, readily available from 4,5,6,7-tetrahydroindoles and bromoacetylenes on K2CO3, when treated with sodium azide in DMSO, afford functionalized tetrahydroindole-triazoles ensembles. The reaction proceeds under mild conditions (room temperature) to give triazoles with acyl or ester­ moieties in quantitative yields.

Supporting Information