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Paper | Regular issue | Vol 92, No. 11, 2016, pp.2032-2046
Published online, 3rd October, 2016
DOI: 10.3987/COM-16-13560
Titanium Tetraiodide Induced Cyclization of Cyanoketones into 3-Aryl-1-iodoisoquinolines

Kai Yashiro, Keito Sakata, Iwao Hachiya, and Makoto Shimizu*

*Department of Chemistry for Materials, Graduate School of Engineering, Mie University, 1577 Kurimamachiya-cho Tsu, Mie 514-8507, Japan


3-Aryl-1-iodoisoquinoline synthesis is developed using titanium tetraiodide induced cyclization of cyanoketones. The method is applied to the short step formal synthesis of CWJ-a-5 having a topoisomerase I inhibitory activity. 3-Iodo-1-phenylisoquinoline synthesis is also reported under the similar reaction conditions.