Efficient synthesis of 3-arylphthalides using palladium-catalyzed arylation of aldehydes with organoboronic acids

Masami Kuriyama; Natsuki Ishiyama; Rumiko Shimazawa; Ryuichi Shirai; Osamu Onomura

doi:10.1021/jo901964k

Efficient synthesis of 3-arylphthalides using palladium-catalyzed arylation of aldehydes with organoboronic acids

J Org Chem. 2009 Dec 4;74(23):9210-3. doi: 10.1021/jo901964k.

Authors

Masami Kuriyama¹, Natsuki Ishiyama, Rumiko Shimazawa, Ryuichi Shirai, Osamu Onomura

Affiliation

¹ Graduate School of Biomedical Sciences, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan. mkuriyam@nagasaki-u.ac.jp

PMID: 19873994
DOI: 10.1021/jo901964k

Abstract

The synthesis of 3-arylphthalides via palladium-catalyzed arylation of aldehydes with organoboronic acids was achieved using the thioether-imidazolinium carbene ligand in good to excellent yields and was carried out using 1.0 mol % of the catalyst with high substrate tolerance.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Aldehydes / chemistry*
Benzofurans / chemical synthesis*
Boronic Acids / chemistry*
Catalysis
Hydrocarbons, Aromatic / chemistry*
Palladium

Substances

Aldehydes
Benzofurans
Boronic Acids
Hydrocarbons, Aromatic
Palladium
phthalide