Decarboxylative ipso halogenation of mercury (II) pyridinecarboxylates. Facile formation of 3-iodo-and 3-bromopyridines

…, S Tanaka, M Okano, M Hamana

Index: Uemura, Sakae; Tanaka, Sakuya; Okano, Masaya; Hamana, Masatomo Journal of Organic Chemistry, 1983 , vol. 48, # 19 p. 3297 - 3301

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Citation Number: 15

Abstract

Treatment of mercury (I1) nicotinate with iodine and bromine in nitrobenzene at 180-185 OC for 2 h afforded 3-iodo-and 3-bromopyridmes in 44% and 27% yields, respectively, without any regioisomen and dihalopyridines. From mercury (I1) picolinate only 2-3% of 2- bromopyridine was obtained under similar reaction conditions, while the reaction using mercury (I1) isonicotinate did not give any products. When a mixture of nicotinic acid and ...