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Short Paper | Regular issue | Vol 94, No. 6, 2017, pp.1099-1106
Published online, 14th April, 2017
DOI: 10.3987/COM-17-13666
An Efficient One-Pot Synthesis of 4-Hydroxyisoquinoline-1,3(2H,4H)-diones from N-Alkylbenzamides and α-Keto Esters

Kazuhiro Kobayashi* and Yuuya Honda

*Applied Chemistry Field, Chemistry and Biotechnology Course, Department of Engineering, Graduate School of Sustainability Science, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan


An efficient method for the preparation of 4-substituted 4-hydroxyisoquinoline-1,3(2H,4H)-diones has been developed. Thus, treatment of N-alkyl-2,N-dilithiobenzamides, generated by treating N-alkylbenzamides with two equivalents of butyllithium, with methyl 2-oxoalkanoates resulted in the formation of the desired products in one pot in satisfactory yields.