Skip to main content
Log in

Synthesis of 2,9-dihydropyrano[2,3-b]-indoles via intramolecular oxa-6π-electrocyclization reaction from synthesized 3-allylideneindolin-2-one intermediates

  • Original Paper
  • Published:
Chemical Papers Aims and scope Submit manuscript

Abstract

Intramolecular oxa-6π-electrocyclization reaction are described for 3-allylideneindolin-2-one derivatives in the presence of easily prepared B(HSO4)3 catalyst and their conversion to 2,9-dihydropyrano[2,3-b]-indoles in up to 72% yield under mild condition. 3-allylideneindolin-2-one has been obtained from the reaction of isatin and 1,3-dichloropropene. Comfortable synthetic conversions of the products readily lead to pharmacologically interesting numerous functional groups.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3

Similar content being viewed by others

References

Download references

Acknowledgements

We wish to express our gratitude to the research council of Islamic Azad University, Science and Research Branch Tehran, Iran.

Funding

This study was funded by the research council of Islamic Azad University, Science and Research Branch Tehran, Iran national elites’ foundation.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Javad Azizian.

Ethics declarations

Conflict of interest

There is no confict of interest.

Additional information

Publisher's Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Supplementary Information

Below is the link to the electronic supplementary material.

Supplementary file1 (DOCX 543 KB)

Rights and permissions

Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Abbasi Varnakesh, P., Azizian, J. Synthesis of 2,9-dihydropyrano[2,3-b]-indoles via intramolecular oxa-6π-electrocyclization reaction from synthesized 3-allylideneindolin-2-one intermediates. Chem. Pap. (2024). https://doi.org/10.1007/s11696-024-03427-0

Download citation

  • Received:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1007/s11696-024-03427-0

Keywords

Navigation