Synthesis of 1-(p-carbomethoxyphenyl)-3-pyrrolidinone by a Diels-Alder route

EC Taylor, K McDaniel, JS Skotnicki

文献索引：Taylor, Edward C.; McDaniel, Keith; Skotnicki, Jerauld S. Journal of Organic Chemistry, 1984 , vol. 49, # 13 p. 2500 - 2501

全文：HTML全文

被引用次数: 10

摘要

Treatment of methyl p-aminobenzoate with dimethyl sulfide, followed immediately by the addition of N-chlorosuccinimide in CH2C12 at-25" C, gave a white slurry, which, upon extraction with 5% sodium hydroxide, gave a solution of the sulfilimine 2 (Scheme I). Oxidation of 2 in situ at 0" C to methyl p-nitrosobenzoate (3) was accomplished by addition of 1.2 equiv of m-chloroperbenzoic acid. Diels-Alder reaction of 3 with 2-methoxy-1, 3- ...