Multimetallic catalysed radical oxidative C(sp(3))-H/C(sp)-H cross-coupling between unactivated alkanes and terminal alkynes.
basic_science · Level V
Where this comes from
- Record sourced from PubMed, PMID 27339161.
- Also identified by DOI 10.1038/ncomms11676 and PMC identifier 4931026.
- Licence recorded as CC BY.
- The licence permits redistribution, so the abstract is shown in full and the full text is available from the publisher.
Abstract
Radical involved transformations are now considered as extremely important processes in modern organic synthetic chemistry. According to the demand by atom-economic and sustainable chemistry, direct C(sp(3))-H functionalization through radical oxidative coupling represents an appealing strategy for C-C bond formations. However, the selectivity control of reactive radical intermediates is still a great challenge in these transformations. Here we show a selective radical oxidative C(sp(3))-H/C(sp)-H cross-coupling of unactivated alkanes with terminal alkynes by using a combined Cu/Ni/Ag catalytic system. It provides a new way to access substituted alkynes from readily available materials. Preliminary mechanistic studies suggest that this reaction proceeds through a radical process and the C(sp(3))-H bond cleavage is the rate-limiting step. This study may have significant implications for controlling selective C-C bond formation of reactive radical intermediates by using multimetallic catalytic systems.