Alkenyl Derivatives of 5-Nitro-2-pyridone: Synthesis and Halocyclization

作者:Kalita E V*; Kim D G; Yeltsov O S; Shtukina T S
来源:Russian Journal of Organic Chemistry, 2016, 52(8): 1148-1153.
DOI:10.1134/S1070428016080091

摘要

Alkylation of 5-nitro-2-pyridone by alkenyl halides in acetone in the presence of K2CO3 proceeds with generation of a mixture of N- and O-derivatives with N-isomer prevailing. 1-Allyl- and 1-methylallyl-5-nitro-2-pyridone react with halogens with the formation of 2-halomethyl-6-nitro-2,3-dihydrooxazolo[3,2-a]pyridinium halides. 1-Prenyl-5-nitro-2-pyridone reacts with bromine with the formation of 3-bromine-2,2-dimethyl-7-nitro-3,4-dihydro-2H-pyrido[2,1-b][1,3] oxazinium bromide, and with iodine giving 2,2-dimethyl-7-nitro-3,4-dihydro-2H-pyrido[2,1-b][1,3] oxazinium triiodide.

  • 出版日期2016-8