Domino carbopalladation-cross-coupling for the synthesis of 3,3-disubstituted oxindoles
2012 (English)In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 14, no 15, 3858-3861 p.Article in journal (Refereed) Published
This study examines a domino carbopalladation-cross-coupling reaction for the formation of valuable oxindole scaffolds. Furthermore, the reaction sequence forges vicinal stereocenters in a stereospecific manner through the formation of two carbon-carbon bonds and, thereby, rapidly generates complexity. The reaction gives high yields for a variety of acrylamide substrates, and various organoboranes have also been evaluated for the cross-coupling. This work offers insight into the relative rates determining a successful carbopalladation-cross- coupling reaction and how to favor the desired reaction pathway.
Place, publisher, year, edition, pages
2012. Vol. 14, no 15, 3858-3861 p.
Cyclization-Anion Capture, Structure-Based Design, Organic-Synthesis, Natural-Products, Boronic Acid, Inhibitors, Catalysis, Potent, Agents, Leads
IdentifiersURN: urn:nbn:se:kth:diva-96517DOI: 10.1021/ol301539pISI: 000307041600012ScopusID: 2-s2.0-84864623336OAI: oai:DiVA.org:kth-96517DiVA: diva2:531035
FunderKnut and Alice Wallenberg FoundationSwedish Research Council
QC 20120905. Updated from submitted to published.2012-06-052012-06-052012-09-14Bibliographically approved