Synthesis of 2-Phenyl-1-(2-thienyl)-and 2-Aryl-1-(2-furyl) ethanones by the SRN1 Mechanism. Relative Reactivities of Enolate Ions of Ketones

MT Baumgartner, MH Gallego…

文献索引：Baumgartner, Maria T.; Gallego, Mariana H.; Pierini, Adriana B. Journal of Organic Chemistry, 1998 , vol. 63, # 18 p. 6394 - 6397

全文：HTML全文

被引用次数: 20

摘要

Results Enolate Ions of 2-Acetylthiophene (1) and 2-Acetylfuran (2). The enolate ions 1 and 2 failed to react with iodobenzene (3) under photoinitiation either in liquid ammonia or DMSO in the presence of excess t-BuOK (Table 1, expts 1, 2, and 5, respectively). The degree of dehalogenation obtained in these reactions increased when they were performed in DMSO and in the presence of good electron donors such as the enolate ion of acetone ( ...