posted on 2020-07-01, 14:09authored byXiang Li, Peng Sun, Kaijun Xie, Dun Zhou, Jinsong Peng, Aihong Fan, Jing Zhang, Chunxia Chen
A transition-metal-free
route for tandem one-pot synthesis of naphthoquinonefuran
derivatives from 2-hydroxynaphthoquinones has been developed. The
sequentially accomplished process comprises an intermolecular alkynylation
of sp2-carbon at the 3 position of 2-hydroxynaphthoquinones
with arylethynyl bromides, followed by a base-promoted intramolecular
nucleophilic annulation reaction. A broad range of functional groups
is compatible with this reaction, and diverse naphtho[2,3-b]furan-4,9-diones can be obtained with good yields and
excellent regioselectivity.