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Synthesis 2021; 53(13): 2304-2318
DOI: 10.1055/a-1387-9479
DOI: 10.1055/a-1387-9479
paper
Synthesis of Annulated Carbazoles via FeCl3/SnCl4‑Mediated Domino Reaction of Vinyl Ketone Tethered Bromomethylindoles with Arenes and Heteroarenes
This work was funded by the Council of Scientific and Industrial Research (CSIR) Project [02(0376)/19/EMR-II] and University Grants Commission (UGC)-Mid Career Award [F-19-230/2018(BSR)], New Delhi.
Abstract
One-pot synthesis of aryl- as well as heteroaryl-annulated carbazoles was achieved from 2/3-bromomethylindoles involving Lewis acid mediated domino reaction with arenes as well as heteroarenes via successive Friedel–Crafts intermolecular as well as intramolecular alkylations followed by elimination of acetone. Further, the bis-domino reaction of 2,5-bis(bromomethyl)pyrrole was also carried out with selected heteroarenes. Additionally, the synthesized thienocarbazoles and thienodibenzofurans were successfully utilized for a second-generation domino reaction.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1387-9479.
- Supporting Information
Publikationsverlauf
Eingereicht: 12. Januar 2021
Angenommen nach Revision: 10. Februar 2021
Accepted Manuscript online:
10. Februar 2021
Artikel online veröffentlicht:
01. März 2021
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