Gold-catalyzed reactions of 3-alkynyloxireno[2, 3-b]chromenones to form 3(2H)-furanones via a domino pathway.
Gold-catalyzed reactions of 3-alkynyloxireno[2, 3-b]chromenones to form 3(2H)-furanones via a domino pathway.
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DOI：
10.1002/asia.201200974
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发表时间：
2013-02
期刊：
影响因子：
--
通讯作者：
Feng Hu;Jianwei Yan;Ming Cheng;Youhong Hu
中科院分区：
文献类型：
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作者：
Feng Hu;Jianwei Yan;Ming Cheng;Youhong Hu
通过 Au/DDQ 催化的多米诺反应，通过环化、C-C 裂解、亲核加成、氧化和亲核加成组成的途径，由 3-炔基氧化烯[2,3-b]色酮有效生成 3(2H)-呋喃酮。研究发现化学计量的AuCl(3)或催化Au与化学计量的DDQ可以氧化苄基sp(3) C-H键以促进亲核加成。
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 AuCl(3) or catalytic Au with stoichiometric DDQ can oxidize the benzylic sp(3) C-H bond to facilitate nucleophilic addition.