A Practical, Ligand-Free, Palladium-Catalyzed Isocyanide Insertion Reaction for the Construction of Novel Ring-Fused Quinazolinones

作者：Ji Fei; Lv Mei fang; Yi Wen bin; Cai Chun^*

来源：Synthesis, 2013, 45(14): 1965-1974.

DOI：10.1055/s-0033-1338936

• ligand-free
• palladium catalysis
• isocyanide insertion reaction
• ring-fused quinazolinones
• depropargylation

A high-yielding, ligand-free, palladium-catalyzed isocyanide insertion reaction for the synthesis of phthalazino[1,2-b]quinazolinones from the readily obtainable quinazolinones has been developed. Easily handled and relatively low-cost palladium(II) acetate was used as the catalyst, without an additional ligand. Preparation of the quinazolinones involved the cascade reaction of isatoic anhydrides, phenylhydrazines and 2-bromobenzaldehyde catalyzed by p-toluenesulfonic acid in one pot. This novel protocol may be applicable for the synthesis of other important ring-fused heterocyclic compounds.

• 出版日期2013-7
• 单位南京大学