CAJ | 학술논문

γ-丁烯酸内酯是一类具有重要潜在活性的化合物.发展了二价钯催化的2,3-联烯酸和(ω-1)-烯基卤化物的偶联关环反应.反应经过了二价钯催化的氧钯化-碳钯化,重复的去钯氢化/钯氢化及β-脱卤钯化反应.同时还发展了两种联烯之间的二聚环化反应,两分子2,3-联烯酸的反应生成二丁烯酸内酯,2,3-联烯酸与1,2-联烯酮反应则生成呋喃基取代的γ-丁烯酸内酯.
γ-정희산내지시일류구유중요잠재활성적화합물.발전료이개파최화적2,3-련희산화(ω-1)-희기서화물적우련관배반응.반응경과료이개파최화적양파화-탄파화,중복적거파경화/파경화급β-탈서파화반응.동시환발전료량충련희지간적이취배화반응,량분자2,3-련희산적반응생성이정희산내지,2,3-련희산여1,2-련희동반응칙생성부남기취대적γ-정희산내지.
Butenolides are a class of compounds of current interest due to their occurrence in natural products and the potential broad range of biological activities of natural and unnatural products. During the course of our study on transition metal-catalyzed cyclization reaction of 2,3-allenoic acids, we have developed palladium (Ⅱ)-catalyzed reaction of 2, 3-allenoic acids with (ω-1)-alkenyl halides to introduce sp3-hybridized carbon atoms at the β position of butenolides. In this reaction, we observed a new Pd (Ⅱ)-catalytic cycle which combines carbopalladation with repeated dehydropalladation/hydropalladation-β-dehalopalladation. Furthermore, a new area of oxidative cyclization-dimerization reaction of two functionalized allenes has been established. In this area, we have developed oxidative dimeric cyclization reaction of 2, 3-allenoic acids to afford bi-butenolides. Moreover, oxidative cyclization-dimerization reaction of 2, 3-allenoic acids with 1,2-allenyl ketones was also established to furnish interesting compounds with two different cycles in a single step.