Refining Boron-Iodane Exchange to Access Versatile Arylation Reagents.

Authors

Shubhendu S. Karandikar, Portland State University
David R. Stuart, Portland State UniversityFollow

Sponsor

Portland State University (PSU) and the National Science Foundation (NSF, CHE #1856705) for partial support of this work. S. S. K. is grateful to the El-Mansy family for a summer fellowship. The NSF provided instrument fund- ing for the BioAnalytical Mass Spectrometry Facility at PSU (MRI 1828753).

Published In

Chemical Communications (cambridge, England)

Document Type

Citation

Publication Date

1-4-2022

Abstract

Aryl (Mes) iodonium salts, which are multifaceted aryl transfer reagents, are synthesized boron-iodane exchange. Modification to both the nucleophilic (aryl boron) and electrophilic (mesityl-λ-iodane) reaction components results in improved yield and faster reaction time compared to previous conditions. Mechanistic studies reveal a pathway that is more like transmetallation than SAr.

Rights

© 2022 The Royal Society of Chemistry

Locate the Document

https://doi.org/10.1039/d1cc06341c

DOI

10.1039/d1cc06341c

Persistent Identifier

https://archives.pdx.edu/ds/psu/36990

Citation Details

Karandikar, S. S., & Stuart, D. R. (2022). Refining boron–iodane exchange to access versatile arylation reagents. Chemical Communications, 10.1039.D1CC06341C.