A convenient transformation of alkynes to α-hydroxy-α-CF-γ-ketoester derivatives HPO-catalyzed tandem hydration and aldol condensation

A robust metal-free catalytic strategy for the rapid construction of the valuable α-hydroxy-α-CF3-γ-ketoester skeleton with cheap and easily available stock chemicals (alkynes and trifluoropyruvate) as the starting material is described. This protocol shows very good functional group tolerance and i...

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Veröffentlicht in:Green chemistry : an international journal and green chemistry resource : GC 2022-07, Vol.24 (14), p.5547-5552
Hauptverfasser: Wang, Jiali, Yao, Jun, Jia, Chunqi, Hu, Dandan, Chen, Yun-Hua, Song, Jinyu, Zhang, Jun-Qi, Ren, Hongjun
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Zusammenfassung:A robust metal-free catalytic strategy for the rapid construction of the valuable α-hydroxy-α-CF3-γ-ketoester skeleton with cheap and easily available stock chemicals (alkynes and trifluoropyruvate) as the starting material is described. This protocol shows very good functional group tolerance and is easily scaled up. Importantly, compared with transition metal-catalyzed methods, this strategy is made more environmentally friendly by employing a catalytic amount of H 3 PO 4 as the catalyst. A robust metal-free catalytic strategy for the rapid construction of the valuable α-hydroxy-α-CF 3 -γ-ketoester skeleton with cheap and easily available stock chemicals (alkynes and trifluoropyruvate) as the starting material is described.
ISSN:1463-9262
1463-9270
DOI:10.1039/d2gc01199a