Nickel-catalyzed divergent Mizoroki-Heck reaction of 1,3-dienes.
basic_science · Level V
Where this comes from
- Record sourced from PubMed, PMID 36746964.
- Also identified by DOI 10.1038/s41467-023-36237-1 and PMC identifier 9902549.
- 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
Developing efficient strategies to realize divergent arylation of dienes has been a long-standing synthetic challenge. Herein, a nickel catalyzed divergent Mizoroki-Heck reaction of 1,3-dienes has been demonstrated through the regulation of ligands and additives. In the presence of Mn/NEt<sub>3</sub>, the Mizoroki-Heck reaction of dienes delivers linear products under Ni(dppe)Cl<sub>2</sub> catalysis in high regio- and stereoselectivities. With the help of catalytic amount of organoboron and NaF, the use of bulky ligand IPr diverts the selectivity from linear products to branched products. Highly aryl-substituted compounds can be transformed from dispersive Mizoroki-Heck products programmatically. Preliminary experimental studies are carried out to elucidate the role of additives.