Metal-Free Synthesis\nof 2‑(per)Fluoroalkyl-3-nitro\nIndoles via Intramolecular Cyclization of Amides

A metal-free intramolecular cyclization\nof N-acyl amides for the\nsynthesis of 3-nitro-2-(per)fluoroalkyl indoles is reported. Good\nfunctional group tolerance and a broad range of substrates are the\nfeatures of this approach. The developed method is easy to operate\nand is suitable for the preparation of 2-difluoromethyl/trifluoromethyl/perfluoroethyl/perfluoropropyl\nindoles in yields of 84 to 99%. Also, the application of this protocol\nin the gram scale is shown.

Publication Details

Journal
Figshare
Published
2024-09-12
DOI
https://doi.org/10.1021/acs.joc.4c01430.s001
Primary Topic
Fluorine in Organic Chemistry
Type
article
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article

Metal-Free Synthesis\nof 2‑(per)Fluoroalkyl-3-nitro\nIndoles via Intramolecular Cyclization of Amides

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Fluorine in Organic Chemistry
article

Metal-Free Synthesis\nof 2‑(per)Fluoroalkyl-3-nitro\nIndoles via Intramolecular Cyclization of Amides

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Abstract

A metal-free intramolecular cyclization\nof N-acyl amides for the\nsynthesis of 3-nitro-2-(per)fluoroalkyl indoles is reported. Good\nfunctional group tolerance and a broad range of substrates are the\nfeatures of this approach. The developed method is easy to operate\nand is suitable for the preparation of 2-difluoromethyl/trifluoromethyl/perfluoroethyl/perfluoropropyl\nindoles in yields of 84 to 99%. Also, the application of this protocol\nin the gram scale is shown.

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Openalex Percentile: Top 73%
Fluorine in Organic Chemistry
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Metal-Free Synthesis\nof 2‑(per)Fluoroalkyl-3-nitro\nIndoles via Intramolecular Cyclization of Amides · Figshare (2024) | TGRS Research Map | TGRS