通过二叔丁基过氧化物促进的N-烯丙基苯甲酰胺与芳香醛的氧化偶联构建3,4-二氢异喹啉酮和茚酮。
Construction of 3,4-Dihydroisoquinolinones and Indanones via DTBP-Promoted Oxidative Coupling of N-Allylbenzamides with Aromatic Aldehydes.
作者信息
Xu Zhong-Qi, Wang Chao, Li Lin, Duan Lili, Li Yue-Ming
机构信息
State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy and Tianjin Key Laboratory of Molecular Drug Research , Nankai University , Tianjin , People's Republic of China.
出版信息
J Org Chem. 2018 Sep 7;83(17):9718-9728. doi: 10.1021/acs.joc.8b01242. Epub 2018 Aug 23.
A metal-free oxidative tandem coupling of N-allylbenzamide with aryl aldehydes was realized. This method allowed the 1,2-difunctionalization of the C═C double bond in N-allylbenzamides through simultaneous formation of two C(sp)-C(sp) bonds. In the presence of DTBP, 4-substituted 3,4-dihydroisoquinolin-1(2 H)-ones were obtained in satisfactory isolated yields. 3-Substituted indanones could also be formed by varying the structures of the starting materials.
实现了N-烯丙基苯甲酰胺与芳基醛的无金属氧化串联偶联。该方法通过同时形成两个C(sp)-C(sp)键，实现了N-烯丙基苯甲酰胺中碳碳双键的1,2-双官能团化。在二叔丁基过氧化物（DTBP）存在下，以令人满意的分离产率得到了4-取代的3,4-二氢异喹啉-1(2H)-酮。通过改变起始原料的结构，也可以形成3-取代的茚满酮。
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