Hypervalent Iodine(III)-Mediated Tosyloxylation of 4-Hydroxycoumarins
Bowen Xu1, Yiping Gao2, Jianwei Han1
1Key Laboratory for Advanced Materials and Feringa Nobel Prize Scientist Joint Research Center, Institute of Fine Chemicals, School of Chemistry and Molecular Engineering , East China University of Science & Technology , 130 Meilong Road , Shanghai 200237 , China.
Abstract:
An efficient approach was developed for synthesis of 3-tosyloxy-4-hydroxycoumarins under mild conditions by using Koser's reagents. The reaction tolerated various functional groups, and the products served as useful aromatic building blocks. Additionally, a plausible mechanism via iodonium ylide was proposed, and the oral anticoagulant Warfarin was synthesized in good yield.
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