Gold‐catalyzed Reactions of 3‐Alkynyloxireno[2, 3‐b]chromenones to Form 3(2H)‐Furanones via a Domino Pathway |
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| Authors: | Dr. Feng Hu Dr. Jianwei Yan Ming Cheng Prof. Dr. Youhong Hu |
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| Affiliation: | State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai 201203 (P. R. China), Fax: (+86)?21‐50805896 |
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| Abstract: | 3(2H)‐Furanones are efficiently generated from 3‐alkynyl oxireno[2,3‐b]chromenones by an Au/DDQ‐catalyzed domino reaction through a pathway composed of cyclization, C? C cleavage, nucleophilic addition, oxidation, and nucleophilic addition. It was found that stoichiometric AuCl3 or catalytic Au with stoichiometric DDQ can oxidize the benzylic sp3 C? H bond to facilitate nucleophilic addition. |
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| Keywords: | furanones domino reactions gold nucleophilic addition oxidation |
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