Oxidation-Induced β-Selective C-H Bond Functionalization: Thiolation and Selenation of N-Heterocycles was written by Wang, Huamin;Li, Yongli;Lu, Qingquan;Yu, Mingming;Bai, Xudong;Wang, Shengchun;Cong, Hengjiang;Zhang, Heng;Lei, Aiwen. And the article was included in ACS Catalysis in 2019.Related Products of 207451-81-8 This article mentions the following:
Site-selective intermol. C-H bond functionalization is of central importance to synthetic chem. In particular, direct β-functionalization of N-heterocycles still remains a great challenge. Herein, we develop a strategy for oxidation-induced thiolation and selenation at the β-position of piperidine derivatives and 1,2,3,4-tetrahydroisoquinoline via C-H bond functionalization. Various 4-sulfenylisoquinolines, 3-sulfenylpyridines, and 4-selenylisoquinolines can be obtained by using O2 as the only oxidant. Notably, neither a directing group nor a metal catalyst is necessary in this transformation. The preliminary mechanistic studies revealed that the oxidation and rearrangement pathway were key steps in this transformation, which provides a meaningful strategy for controlling site selectivity in the β-functionalization of N-heterocycles. In the experiment, the researchers used many compounds, for example, 7-Methyl-1,2,3,4-tetrahydroisoquinoline (cas: 207451-81-8Related Products of 207451-81-8).
7-Methyl-1,2,3,4-tetrahydroisoquinoline (cas: 207451-81-8) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline motif is often present in natural products with a broad range of biological and pharmacological activities. In particular, 1-benzyl1,2,3,4-tetrahydroisoquinolines are dopamine receptor antagonists. The dopamine-derived tetrahydroisoquinolines (TIQ) synthesized endogeneously from aldehydes and catecholamines have shown to modulate neurotransmission, central metabolism and motor activity.Related Products of 207451-81-8
Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem