Oxidants Controlled C−H Bond Functionalization of N‐Aryltetrahydroisoquinolines: The Construction of the Quaternary Carbon Center and Cleavage of the C−N Bond.

Autor: Chen, Yuqin, Zhang, Shuwei, Li, Tong, Ma, Qiyuan, Yuan, Yu, Jia, Xiaodong
Předmět:
Zdroj: Chemistry - A European Journal; 1/11/2024, Vol. 30 Issue 3, p1-5, 5p
Abstrakt: Initiated by triarylamine radical cation salt (TBPA), the direct C−H bond functionalization of α‐N‐aryltetrahydroisoquinoline esters was smoothly realized, giving a series of α‐hydroxylated derivatives with a quaternary carbon center in good yields. Differently, in the presence of tert‐butyl nitrite (TBN), the C−N single bond was cleaved to keto esters. The mechanistic study revealed that these reactions were mediated by a similar mechanism, in which the N‐nitrosation might provide a driving force to the C−N bond cleavage. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index