Synthesis of Coumestrol and Aureol
journal contribution
posted on 2016-10-05, 14:06 authored by Jianfei Sheng, Tianlong Xu, Ensheng Zhang, Xuejing Zhang, Wentao Wei, Yong ZouA total synthesis of coumestrol (1) and aureol (2) is described. The Perkin condensation
of 2-bromo-4-hydroxylphenylacetic
acid (6) and o-hydroxybenzaldehydes
(7) gave the corresponding 2′-bromo-3-arylcoumarins
(9). A copper-catalyzed consecutive hydroxylation and
aerobic oxidative coupling of 9 under microwave conditions
facilitated the total synthesis of 1 and 2, respectively, with spectroscopic data highly similar to those of
natural products.
