Cascade Reactions: A New Synthesis of 2-Benzofuran-2-ylacetamides by Sequential Pd(0)-Catalyzed Deallylation−Pd(II)-Catalyzed Aminocarbonylative Heterocyclization of 1-(2-Allyloxyaryl)-2-yn-1-ols
作者:Bartolo Gabriele、Raffaella Mancuso、Giuseppe Salerno、Mirco Costa
DOI:10.1021/jo701956k
日期:2007.11.1
general and efficient synthesis of 2-benzofuran-2-ylacetamides 5 starting from 1-(2-allyloxyaryl)-2-yn-1-ols 1, amines 4, and CO, in the presence of catalytic amounts of PdI2 in conjunction with PPh3 and KI, has been developed based on the “sequential homobimetallic catalysis” concept, that is, a process in which two different complexes of the same metal, but in two different oxidation states, promote
在催化量的PdI 2结合存在下,从1-(2-烯丙氧基芳基)-2-yn-1-ols 1,胺4和CO出发,一般有效地合成2-苯并呋喃-2-基乙酰胺5 PPh 3和KI的合成是基于“顺序同双金属催化”的概念而开发的,也就是说,同一金属的两种不同络合物(处于两种不同的氧化态)依次促进两个催化循环的过程。所述第一周期对应于钯(0) -催化的aminodeallylation 1与形成游离酚的2,然后经历钯(II)催化aminocarbonylative heterocyclization以得到该最终产物5。