利用鈀催化進行烯丙基置換反應形成碳-碳、碳-氮和碳-氧鍵,是一種有效且具有高度立體和化學選擇性的方法,這些方法曾被廣泛地應用在有機化學合成上。為了達到利用鈀催化使烯丙醇類的碳-氧鍵斷裂,許多的方法都已被研究。 最近我們成功的嘗試以鈀金屬用直接催化的方式,使得烯丙醇類的碳-氧鍵斷裂;由於綠色化學意識的抬頭,在有機反應中以水作溶媒相當受到注意,而水相較於傳統的有機溶媒更加的安全且經濟,因此,在原子經濟的考量下,發展以水為溶媒的反應是合成化學的最重要目標之一。 在此,我們將報告一種以溫和的條件以及添加酸添加劑來使用鉑金屬催化,以萘胺當作親核試劑進行氮上的烯丙基化的反應,且能達到中等至好的產率。
Palladium-catalyzed allylation is an established, efficient, and highly stereo- and chemoselective method for C-C, C-N, and C-O bond formation, which has been widely applied to organic chemistry. For achieving the palladium-catalyzed C-O bond cleavage of allylic alcohols, various other processes to facilitate the bond cleavage have been reported. Recently, we have reported our attempt and some successful applications of a process involving C-O bond cleavage with direct use of allylic alcohols catalyzed by palladium complexes. Organic reactions in water have recently attracted much attention, because water is a safe and economical substitute for conventional organic solvent. Thus, development of atom-economical reaction in water is one of the most important goals of synthetic chemistry. Herein, we expect to report a novel catalysis of platinum complex, which mediates N-allylation of aminonaphthalenes with allylic alcohols in moderate to good yields. A catalytic amount of carboxylic acid was needed as additive during the reaction.