Synthesis of Coumestrol and Aureol
2016
Sheng, Jianfei | Xu, Tianlong | Zhang, Ensheng | Zhang, Xuejing | Wei, Wentao | Zou, Yong
A 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.
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