Abstract
A homogeneous PdII catalyst, utilizing a simple and inexpensive amine ligand (TMEDA), allows 2‐alkynoates to be prepared in high yields by an oxidative carbonylation of terminal alkynes and alcohols. The catalyst system overcomes many of the limitations of previous palladium carbonylation catalysts. It has an increased substrate scope, avoids large excesses of alcohol substrate and uses a desirable solvent. The catalyst employs oxygen as the terminal oxidant and can be operated under safer gas mixtures.
Highlights
A homogeneous PdII catalyst, utilizing a simple and inexpensive amine ligand (TMEDA), allows 2-alkynoates to be prepared in high yields by an oxidative carbonylation of terminal alkynes and alcohols
2-Alkynoates are incredibly valuable building blocks for organic synthesis as they can be transformed into a diverse range of other desirable products.[1]
An alternative is to carry out a catalytic oxidative carbonylation of terminal alkynes and alcohols
Summary
A homogeneous PdII catalyst, utilizing a simple and inexpensive amine ligand (TMEDA), allows 2-alkynoates to be prepared in high yields by an oxidative carbonylation of terminal alkynes and alcohols. 2-Alkynoates can be prepared catalytically with alkynes, CO2, and alkyl halides.[6] Whilst the use of CO2 is desirable, employing alkyl halides can have disadvantages and there has been a limited substrate scope demonstrated to-date using this route.
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