Pd(OAc)2/o-chloranil/M(OTf)n: a catalyst for the direct C-H arylation of polycyclic aromatic hydrocarbons with boryl-, silyl-, and unfunctionalized arenes

Katsuaki Kawasumi; Kenji Mochida; Tomonori Kajino; Yasutomo Segawa; Kenichiro Itami

doi:10.1021/ol203235w

Pd(OAc)2/o-chloranil/M(OTf)n: a catalyst for the direct C-H arylation of polycyclic aromatic hydrocarbons with boryl-, silyl-, and unfunctionalized arenes

Org Lett. 2012 Jan 6;14(1):418-21. doi: 10.1021/ol203235w. Epub 2011 Dec 21.

Authors

Katsuaki Kawasumi¹, Kenji Mochida, Tomonori Kajino, Yasutomo Segawa, Kenichiro Itami

Affiliation

¹ Department of Chemistry, Graduate School of Science, Nagoya University, Nagoya 464-8602, Japan.

PMID: 22188556
DOI: 10.1021/ol203235w

Abstract

Pd(OAc)(2)/o-chloranil/M(OTf)(n) can effectively promote the C-H arylation of fluoranthene with arylboron compounds or arylsilanes. The reaction takes place with high regioselectivity at the C3 position of fluoranthene. Moreover, the new catalytic system allows the use of unfunctionalized arenes as coupling partners in the arylation of polycyclic aromatic hydrocarbons.