Department of Chemistry "G. Ciamician", Alma Mater Studiorum, University of Bologna , via Selmi 2, 40126 Bologna, Italy.
Org Lett. 2017 Oct 6;19(19):5034-5037. doi: 10.1021/acs.orglett.7b02166. Epub 2017 Sep 13.
The stereoselective synthesis of (E)-trisubstituted tertiary enamides is documented via site-selective Ni-catalyzed β-arylation of allenamides with boronic acids in high yields (up to 89%). The nucleophilic character of the "organo-Ni" intermediates is further exploited to implement a one-pot tricomponent procedure involving the final allylation of aldehydes (yields up to 93%). Mechanistic insights and efficiency on a gram scale process were also documented.
通过 Ni 催化的烯酰胺与硼酸的位点选择性β-芳基化反应,以高产率(高达 89%)合成了(E)-三取代的叔烯酰胺。进一步利用“有机 Ni”中间体的亲核性,实施了一锅法三组分反应,最后实现了醛的烯丙基化(产率高达 93%)。还记录了反应的机理见解和克级规模工艺的效率。