An Efficient Synthesis of 3-Substituted Isoquinoline and Pyridine Derivatives by Gold Catalyzed Intramolecular Cyclization from o-Alkynyloximes

作者：Subbarao K P V; Reddy G Raveendra; Muralikrishna A; Reddy K V^*

来源：Journal of Heterocyclic Chemistry, 2014, 51(4): 1045-1050.

DOI：10.1002/jhet.2109

A one-pot reaction was developed efficiently by AuCl3 catalyzed intramolecular cyclization of aromatic o-alkynyloximes and 2-alkynylcycloalkene-1-carbaldoximes leading to the formation of isoquinoline and pyridine derivatives with high yields. This methodology has been applied for aromatic as well as aliphatic systems. Aromatic o-alkynyloximes are benzene and naphthalene, whereas electron-donating groups are 4-methoxybenzene, 4-methylbenzene, and 4-methoxy-5-methylbenzene. There are electron-withdrawing groups such as chloro and nitrobenzene o-alkynyl oximes, and the same methodology has been successfully applied to pyridine and piperonal, which is also extended to aliphatic rings such as five-member, six-member, seven-member, and eight-member 2-alkynylcycloalkene-1-carbaldoximes.

• 出版日期2014-7