Fully regioselective synthesis of 5-hydroxyethylpyrazoles was exploited by reacting hydrazonoyl chlorides with homopropargylic alcohols in the presence of catalytic amounts of copper(I) chloride. Good yields of pyrazolic products and mild reaction conditions were experienced notwithstanding the known, poor reactivity of homopropargylic alcohols towards hydrazonoyl chlorides. The role of copper(I) ion and some mechanistic insights for the formation of reaction products are also discussed.
Copper(I)-catalysed reaction of hydrazonyl chlorides with homopropargylic alcohols : regioselective synthesis of 5-substituted pyrazoles / G. Molteni, A. Silvani, M. Manenti. - In: SYNTHESIS. - ISSN 0039-7881. - (2022 Nov 28). [Epub ahead of print] [10.1055/s-0042-1751770]
Copper(I)-catalysed reaction of hydrazonyl chlorides with homopropargylic alcohols : regioselective synthesis of 5-substituted pyrazoles
G. Molteni
Primo
;A. SilvaniSecondo
;M. ManentiUltimo
2022
Abstract
Fully regioselective synthesis of 5-hydroxyethylpyrazoles was exploited by reacting hydrazonoyl chlorides with homopropargylic alcohols in the presence of catalytic amounts of copper(I) chloride. Good yields of pyrazolic products and mild reaction conditions were experienced notwithstanding the known, poor reactivity of homopropargylic alcohols towards hydrazonoyl chlorides. The role of copper(I) ion and some mechanistic insights for the formation of reaction products are also discussed.
| File | Dimensione | Formato | |
|---|---|---|---|
|
114-OMOPROPARGILICI.pdf
embargo fino al 24/11/2024
Tipologia:
Post-print, accepted manuscript ecc. (versione accettata dall'editore)
Dimensione
210.56 kB
Formato
Adobe PDF
|
210.56 kB | Adobe PDF | Visualizza/Apri Richiedi una copia |
Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
