Photocatalyzed Csp3-Csp3 cross-dehydrogenative coupling of N-Boc-tetrahydroisoquinolines with 伪,尾-unsaturated ketones was written by Ao, Na-Ri-Mei;Zhu, Xue-Qing;Zhao, Chun-Xin;Gao, Ya-Ru;Wang, Yong-Qiang. And the article was included in Organic & Biomolecular Chemistry in 2021.Synthetic Route of C14H18BrNO2 This article mentions the following:
A novel photocatalyzed cross-dehydrogenative coupling reaction of N-Boc-tetrahydroisoquinolines I [R1 = H, 5-Br, 7-O2N, 5,6-(MeO)2, etc.] with 伪,尾-unsaturated ketones MeC(O)CH:CHR2 (R2 = Ph, n-hexyl, PhCH2CH2, etc.) has been developed. This research provides an easy access to a variety of C1-substituted tetrahydroisoquinolines II, which could be further transformed into benzo[a]quinolizine-2-ones, the skeletons of natural products with a wide range of biol. activities. The load of the photocatalyst was low and the oxidant was inexpensive and less toxic. In the experiment, the researchers used many compounds, for example, tert-Butyl 5-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate (cas: 215184-78-4Synthetic Route of C14H18BrNO2).
tert-Butyl 5-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate (cas: 215184-78-4) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline, as a secondary amine, tetrahydroisoquinoline has weakly basic properties and forms salts with strong acids. Tetrahydroisoquinoline derivatives may be formed in the body as metabolites of some drugs, and this was once thought to be involved in the development of alcoholism.This is no longer generally accepted by the scientific community.Synthetic Route of C14H18BrNO2
Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem