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tert-Butyl Nitrite Mediated Synthesis of 1,2,4-Oxadiazol-5(4H)-ones from Terminal Aryl Alkenes
Organic Letters ( IF 4.9 ) Pub Date : 2019-06-17 00:00:00 , DOI: 10.1021/acs.orglett.9b01430 Prasenjit Sau 1 , Amitava Rakshit 1 , Tipu Alam 1 , Hemant Kumar Srivastava 1 , Bhisma K. Patel 1
Organic Letters ( IF 4.9 ) Pub Date : 2019-06-17 00:00:00 , DOI: 10.1021/acs.orglett.9b01430 Prasenjit Sau 1 , Amitava Rakshit 1 , Tipu Alam 1 , Hemant Kumar Srivastava 1 , Bhisma K. Patel 1
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tert-Butyl nitrite (TBN) mediated synthesis of 3-aryl-1,2,4-oxadiazol-5(4H)-ones has been accomplished using terminal aryl alkenes via a biradical reaction intermediate. Three consecutive sp2 C–H bond functionalizations of styrenes afforded 3-phenyl-1,2,4-oxadiazol-5(4H)-ones via the formation of new C═N, C═O, C–O, and two C–N bonds. Both of the N atoms originate from TBN, while the carbonyl oxygen is from the water (moisture) the other oxygen from the N═O part of the TBN.
中文翻译:
亚硝酸叔丁酯介导的由末端芳基烯烃合成1,2,4-恶二唑-5(4 H)-的合成
已使用末端芳基烯烃通过双自由基反应中间体完成了亚硝酸叔丁酯(TBN)介导的3-芳基-1,2,4-恶二唑-5(4 H)-的合成。苯乙烯的三个连续的sp 2 C–H键官能化通过形成新的C═N,C═O,C–O和两个生成3-苯基-1,2,4-恶二唑-5(4 H)-一。 C–N键。N个原子都来自TBN,而羰基氧则来自水(水分),其他氧则来自TBN的N = O部分。
更新日期:2019-06-17
中文翻译:
![](https://scdn.x-mol.com/jcss/images/paperTranslation.png)
亚硝酸叔丁酯介导的由末端芳基烯烃合成1,2,4-恶二唑-5(4 H)-的合成
已使用末端芳基烯烃通过双自由基反应中间体完成了亚硝酸叔丁酯(TBN)介导的3-芳基-1,2,4-恶二唑-5(4 H)-的合成。苯乙烯的三个连续的sp 2 C–H键官能化通过形成新的C═N,C═O,C–O和两个生成3-苯基-1,2,4-恶二唑-5(4 H)-一。 C–N键。N个原子都来自TBN,而羰基氧则来自水(水分),其他氧则来自TBN的N = O部分。