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Practical and sustainable preparation of pyrrolo[2,3-b]indoles by Cu/Fe catalyzed intramolecular C(sp2)–H amination.
- Source :
- Green Chemistry; 10/7/2022, Vol. 24 Issue 19, p7340-7345, 6p
- Publication Year :
- 2022
-
Abstract
- A practical, robust and chemoselective approach toward the synthesis of pyrrolo[2,3-b]indoles via direct intramolecular C–H bond amination of α-indolylhydrazones has been achieved. This base- and oxidant-free chemoselective transformation relies on a Cu/Fe co-catalyst system that operates at 50 °C in air with water as the only reaction medium. The easy product isolation together with the recyclable catalyst aqueous system (reused at least five times, maintaining over 50% of its catalytic activity) can provide an effective environmentally benign approach to fused N-heterocycles of remarkable interest in pharmaceutical and medicinal chemistry. The ability of the hydrazone residue to act as a chelating/directing group as well as an aminating agent guarantees the success of this C–H functionalization. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 14639262
- Volume :
- 24
- Issue :
- 19
- Database :
- Complementary Index
- Journal :
- Green Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 159477972
- Full Text :
- https://doi.org/10.1039/d2gc02340g