Convenient Synthesis of Pharmacologically Active Ortho-Substituted Biaryl Oxazolines via the Suzuki Reaction

Abstract

We describe an efficient protocol for the Suzuki–Miyaura synthesis of ortho-substituted biphenyl oxazolines from 2-(2-bromophenyl)-4,4-dimethyl-2-oxazoline and aryl boronic acids or aryl boronates. The Suzuki coupling is carried out in the presence of Pd(PPh₃)₄ and sodium carbonate in aqueous tetrahydrofuran. The scope and limitations of the reaction are discussed.

Keywords:

• Biaryls
• cross-coupling
• oxazolines
• palladium catalyst
• Suzuki coupling

ACKNOWLEDGMENT

We are grateful to SVNIT, Surat, and the Indian Institute of Chemical Technology, Hyderabad, for supporting this work.