Divergent Annulative C-C Coupling of Indoles Initiated by Manganese-Catalyzed C-H Activation was written by Liu, Bingxian;Li, Jie;Hu, Panjie;Zhou, Xukai;Bai, Dachang;Li, Xingwei. And the article was included in ACS Catalysis in 2018.Synthetic Route of C11H9NO This article mentions the following:
Manganese(I)-catalyzed C-H activation of indoles and divergent annulative coupling with alkyne-tethered cyclohexadienones has been realized under operationally simple conditions. These annulation systems are under condition control. The coupling in the presence of BPh3 additive followed a C-H activation-alkyne insertion-Michael addition pathway, affording an exocyclic olefin attached to a THF ring, e.g., I. In contrast, when Zn(OAc)2/PivOH additives were introduced, initial olefination en route to intramol. Diels-Alder reaction and subsequent elimination of an alc. was followed to deliver a fused six-membered ring, e.g. II. The selectivity stands in contrast to those reported using rhodium(III) and cobalt(III) catalysts, highlighting the unique reactivity and selectivity of manganese catalysts. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Synthetic Route of C11H9NO).
2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Synthetic Route of C11H9NO