A novel synthesis of 1,2,4-oxadiazoles and isoxazoles

作者：Kivrak Arif; Zora Metin^*

来源：Tetrahedron, 2014, 70(4): 817-831.

DOI：10.1016/j.tet.2013.12.043

• 1,2,4-Oxadiazoles
• Isoxazoles
• Amidoximes
• alpha,beta-Alkynic aldehydes
• Conjugate addition

A novel synthesis of 1,2,4-oxadiazoles and isoxazoles is described by utilizing the reactions between amidoximes and alpha,beta-alkynic aldehydes and/or ketones. Conjugate addition products, obtained from amidoximes and alpha,beta-alkynic aldehydes and/or ketones, afford 1,2,4-oxadiazoles and isoxazoles when treated with bases and acids, respectively. 1,2,4-Oxadiazoles can also be synthesized directly from amidoximes and alpha,beta-alkynic aldehydes in a one-pot manner under basic conditions. The reactions are general for a variety of starting compounds and tolerate the presence of aryl, heteroaryl and alkyl groups.

• 出版日期2014-1-28