Hypervalent iodine mediated synthesis of di- and tri-substituted isoxazoles via [3+2] cycloaddition of nitrile oxides

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• 作者：Ankur Singhal ; Santosh Kumar Reddy Parumala ; Arun Sharma ; Rama Krishna Peddinti ; ^{rkpedfcy@iitr.ac.in" class="auth_mail" title="E-mail the corresponding author} ; ^{ramakpeddinti@gmail.com" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Aldoximes ; Diacetoxyiodobenzene ; Nitrile oxides ; Acetylene carboxylates ; Isoxazoles
• 刊名：Tetrahedron Letters
• 出版年：2016
• 出版时间：17 February 2016
• 年：2016
• 卷：57
• 期：7
• 页码：719-722
• 全文大小：692 K

文摘

An efficient and rapid protocol for the synthesis of 3,4-disubstituted and 3,4,5-trisubstituted isoxazoles under catalyst-free conditions is described. This protocol involves pre-oxidation of aldoxime into nitrile oxide using diacetoxyiodobenzene. The in situ generated nitrile oxide was trapped with dipolarophiles for the formation of functionally rich isoxazoles via [3+2] cycloaddition.