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Note | Regular issue | Vol 51, No. 8, 1999, pp.1921-1928
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8566
Reductive Reactions of Nitroarenes in the Presence of Allyl Bromide and Zinc Dust

Byeong Hyo Kim,* Tae Kyu Kim, Jae Wook Cheong, Sang Woo Lee, Young Moo Jun, Woonphil Baik, and Byung Min Lee

*Department of Chemistry, Kwangwoon University, 447-1, Wolgye-Dong Nowon-ku, Seoul, 139-701, Korea


Under the mild condition, allyl bromide/Zn mediated reductive N,O-diallylation of nitrobenzene was observed. In case of o-nitroarenes such as 2-nitrobenzaldehyde derivatives, 2’-nitroacetophenone, and N-(2-nitrobenzylidene)anilines, reductive cyclizations were accomplished in good to excellent yields. Synthesis and mechanistic details are discussed.