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Synthesis of functionalized H-pyrazolo[5,1-a]isoquinolines via sequential reactions of N'-(2-alkynylbenzylidene)hydrazides. 2009

Zhiyuan Chen, and Mingchao Su, and Xingxin Yu, and Jie Wu
Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, China.

Diversity-oriented synthesis of functionalized H-pyrazolo[5,1-a]isoquinolines via sequential reactions of N'-(2-alkynylbenzylidene)hydrazide is described. Bromine-mediated electrophilic cyclization, Ag-catalyzed alkyne nucleophilic addition, and palladium-catalyzed cross-coupling reaction were involved in the transformation.

UI MeSH Term Description Entries
D007546 Isoquinolines A group of compounds with the heterocyclic ring structure of benzo(c)pyridine. The ring structure is characteristic of the group of opium alkaloids such as papaverine. (From Stedman, 25th ed)
D010165 Palladium A chemical element having an atomic weight of 106.4, atomic number of 46, and the symbol Pd. It is a white, ductile metal resembling platinum, and following it in abundance and importance of applications. It is used in dentistry in the form of gold, silver, and copper alloys.
D001966 Bromine A halogen with the atomic symbol Br, atomic number 35, and atomic weight 79.904. It is a volatile reddish-brown liquid that gives off suffocating vapors, is corrosive to the skin, and may cause severe gastroenteritis if ingested. Bromine-79,Bromine 79
D002384 Catalysis The facilitation of a chemical reaction by material (catalyst) that is not consumed by the reaction. Catalyses
D006834 Hydrazines Substituted derivatives of hydrazine (formula H2N-NH2). Hydrazide
D000480 Alkynes Hydrocarbons with at least one triple bond in the linear portion, of the general formula Cn-H2n-2. Acetylenic Compounds,Alkyne,Acetylenes
D000577 Amides Organic compounds containing the -CO-NH2 radical. Amides are derived from acids by replacement of -OH by -NH2 or from ammonia by the replacement of H by an acyl group. (From Grant & Hackh's Chemical Dictionary, 5th ed) Amide

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