Department of Chemistry, Iowa State University , Ames, Iowa 50011, United States.
Org Lett. 2017 Jul 7;19(13):3442-3445. doi: 10.1021/acs.orglett.7b01402. Epub 2017 Jun 26.
Catalytic conjugate additions of heteroarenes to β,β-disubstituted enones are reported. Additions of a range of heteroarene nucleophiles, including furans, indoles, a pyrrole, and a thiophene, to a variety of β,β-disubstituted enones occur to form the corresponding ketone products containing heteroarylated, all-carbon quaternary centers in up to 90% yield. These reactions occur under mild reaction conditions in the presence of low loadings of bismuth triflate.
报道了杂芳烃与β,β-二取代烯酮的催化共轭加成反应。包括呋喃、吲哚、吡咯和噻吩在内的一系列杂芳烃亲核试剂与各种β,β-二取代烯酮加成,形成相应的酮产物,在低负载量的三氟甲磺酸铋存在下,在温和的反应条件下以高达 90%的收率得到含有杂芳基化全碳季碳原子的产物。