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Kim, Jae Gon; Baek, Jong Hwa; Kim, Ye Ji; Jang, Yu Jeong; Kang, Eun Joo
Asian journal of organic chemistry, September 2019, 2019-09-00, 20190901, Letnik: 8, Številka: 9Journal Article
A chemoselective reductive cyclization and cyclomethylation reaction of 7‐iodohept‐2‐yne and 7‐iodohepta‐1,2‐diene derivatives has been carried out using an iron catalyst and various alkyl Grignard reagents, resulting in the formation of pyrrolidines, tetrahydrofurans, and carbocycles with an alkene functional group. The reaction is initiated by single‐electron transfer from reduced Fe species to alkyl iodides and the resulting Fe−H or Fe−Me compound differentiated the structures of the cyclized products, which exhibited diverse complexities and synthetic utilities. H or CH3: If an alkyl group larger than a methyl is introduced, only a hydrogen atom is added. Radical cyclization occurred by single‐electron transfer (SET) from reduced iron species, and alkenyl radical intermediates furnished various olefin structures, according to alkyl Grignard reagents used.Eun Joo Kang and co‐workers (@kh_univ) have found an interesting option for reductive #cyclization and cyclomethylation #iron #Grignard #specialissue
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