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Communication | Special issue | Vol 99, No. 1, 2019, pp.100-110
Published online, 29th August, 2018
DOI: 10.3987/COM-18-S(F)21
An Efficient Silver Tetrafluoroborate-Catalyzed Cycloisomerization of Ynamides

Winai Ieawsuwan* and Somsak Ruchirawat

*Chulabhorn Research Institute, Laboratory of Medicinal Chemistry, 54 Kamphaeng Phet 6 Road, Laksi, Bangkok 10210, Thailand

Abstract

A silver catalyzed-cycloisomerization of N-Boc protected ynamides has been developed under mild reaction conditions to provide a wide range of oxazol-2(3H)-ones in good to excellent yields. Moreover, the acid-promoted Pictet-Spengler cyclization of oxazol-2(3H)-ones was described to furnish the corresponding trans-oxazolidones in moderate yields.