American Chemical Society
jo8b01242_si_002.cif (225.86 kB)

Construction of 3,4-Dihydroisoquinolinones and Indanones via DTBP-Promoted Oxidative Coupling of N‑Allylbenzamides with Aromatic Aldehydes

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posted on 2018-08-14, 00:00 authored by Zhong-Qi Xu, Chao Wang, Lin Li, Lili Duan, Yue-Ming Li
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(sp2)–C­(sp3) bonds. In the presence of DTBP, 4-substituted 3,4-dihydroisoquinolin-1­(2H)-ones were obtained in satisfactory isolated yields. 3-Substituted indanones could also be formed by varying the structures of the starting materials.