Tetrahedron

Synthesis of aromatic aldehydes by aerobic oxidation of hydroaromatic compounds and diarylalkanes using N-hydroxyphthalimide (NHPI) as a key catalyst

Y Aoki, S Sakaguchi, Y Ishii

Index: Aoki, Yasuhiro; Sakaguchi, Satoshi; Ishii, Yasutaka Tetrahedron, 2006 , vol. 62, # 11 p. 2497 - 2500

Full Text: HTML

Citation Number: 17

Abstract

Aerobic oxidation of hydroaromatic compounds and diarylalkanes by N-hydroxyphthalimide (NHPI) under mild conditions afforded the corresponding hydroperoxides in high selectivity. Treatment of the resulting hydroperoxides with sulfuric acid followed by neutralization by a base resulted in phenol and aromatic aldehydes in high selectivity. This method provides a convenient synthetic route to aldehydes involving an aromatic moiety.