One-Pot C-H Functionalization of Arenes by Diaryliodonium Salts
Number of Authors: 3
2016 (English)In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 55, no 31, 8928-8932 p.Article in journal (Refereed) Published
A transition-metal-free, mild, and highly regioselective synthesis of nitroarenes from arenes has been developed. The products are obtained in a sequential one-pot reaction by nitration of iodine(III) reagents with two carbon ligands, which are formed in situ from iodine(I). This novel concept has been extended to formation of aryl azides, and constitutes an important step towards catalytic reactions with these hypervalent iodine reagents. An efficient nitration of isolated diaryl-iodonium salts has also been developed, and the mechanism is proposed to proceed by a [2,2] ligand coupling pathway.
Place, publisher, year, edition, pages
2016. Vol. 55, no 31, 8928-8932 p.
arylation, density functional calculations, hypervalent compounds, oxidation, reaction mechanisms
IdentifiersURN: urn:nbn:se:su:diva-135133DOI: 10.1002/anie.201603175ISI: 000383253700022PubMedID: 27272891OAI: oai:DiVA.org:su-135133DiVA: diva2:1044040