Highly regioselective dipolar cycloadditions of nitrile oxides with α,β-acetylenic aldehydes

Jiang, Longqiang; Gao, Tao; Li, Zhi; Sun, Shaofa; Kim, Claudia; Huang, Changfeng; Guo, Haibing; Wang, Jian; Xing, Yalan

Highly regioselective dipolar cycloadditions of nitrile oxides with α,β-acetylenic aldehydes

2016

1,2-Oxazol derivatives 3 were prepared by a highly regioselective 1,3-dipolar cycloaddition of nitrile oxides and α,β-acetylenicaldehydes 1 in good yields. Reactive nitrile oxides were generated in situ from stable chloro-oxime reagents 2 and triethyl amine. The cycloaddition reaction showed broad substrate scope and good functional group compatibility.

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