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Nickel-Catalyzed Annulation of Aliphatic Amides with Alkynyl­silanes: An Expeditious Approach to Five-Membered Lactams
Synlett ( IF 1.7 ) Pub Date : 2020-03-05 , DOI: 10.1055/s-0037-1610756
Cong Lin , Liang Shen , Yiqing Xu , Qiuxun Teng , Jingyi Lin , Fei Gao

An expeditious approach for the synthesis of diverse five-membered lactams through nickel-catalyzed annulation of the C(sp3)–H bonds of aliphatic amides with alkynylsilanes assisted by an 8-aminoquinolinyl directing group is reported, delivering the corresponding lactam derivatives in moderate to high yields. It is worth noting that alkynylsilanes are employed for the first time as coupling partners in the transition-metal-catalyzed functionalization of C(sp3)–H bonds of aliphatic amides. Equimolar amounts of alkynylsilanes and aliphatic amides are utilized, which greatly increases the efficiency of this protocol.

中文翻译:

镍催化脂肪酰胺与炔基硅烷的环化:一种快速制备五元内酰胺的方法

报道了一种通过 8-氨基喹啉基导向基团辅助的炔基硅烷与脂肪酰胺的 C(sp3)-H 键的镍催化环化,合成多种五元内酰胺的快速方法,以中等至高产量。值得注意的是,炔基硅烷首次在过渡金属催化的脂肪族酰胺的 C(sp3)-H 键官能化中用作偶联伙伴。使用等摩尔量的炔基硅烷和脂肪族酰胺,这大大提高了该协议的效率。
更新日期:2020-03-05
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