AI Article Synopsis
- The study introduces a new method for selectively alkylating certain heterocycles using activated alcohols, driven by a catalyst called methyltrifluoromethanesulfonate (MeOTf).
- This technique is environmentally friendly, producing water as the sole byproduct and making use of readily available alcohols.
- The method not only yields high results but is also adaptable for various alkylation processes, improving the functionalization of biologically active compounds.
Article Abstract
Herein, we have revealed a methodology for the selective -alkylation of benzoxazolones, benzothiazolones, indolinones, and benzimidazolones incorporating activated alcohols catalysed by methyltrifluoromethanesulfonate (MeOTf). This method offers a green, atom-economic alternative for the synthesis of alkylated heterocycles, producing water as the only byproduct. Alcohols, due to their abundance, ease of preparation, and environmental friendliness, have become attractive alkylating agents. The developed reaction conditions demonstrate high yields and broad applicability across various -alkylated heterocycles, highlighting the versatility of the MeOTf catalysis. The method was also adapted for one-pot consecutive - and -alkylation and chemoselective -alkylation in heterocycles containing a free -NH group. This approach provides a practical and efficient route for the functionalization of bioactive heterocyclic compounds.
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| http://dx.doi.org/10.1039/d4ob01372g | DOI Listing |
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