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Synthesis of α‐(2‐Hydroxyphenyl)‐α‐Aminoketones by Rhodium‐Catalyzed Tandem Reaction of 1‐Sulfonyl‐1,2,3‐Triazoles and Benzoquinone‐Derived Alcohols
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2020-05-20 , DOI: 10.1002/adsc.202000487
Ze‐Feng Xu 1, 2 , Weipeng Wang 1 , Mengjie Cen 1 , Zijuan Feng 1 , Shengguo Duan 1 , Chuan‐Ying Li 1
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Readily available 1‐sulfonyl‐1,2,3‐triazole and benzoquinone‐derived alcohols were employed in a synthesis protocol for the formation of α‐(2‐hydroxyphenyl)‐α‐aminoketone. The cascade reaction includes the formation of rhodium carbene, O−H bond 1,3‐insertion, Claisen rearrangement as well as aromatization. Valuable benzoxazinone and 3‐aminobenzofuran were obtained after one‐step derivatization. Moreover, an estrone derivative was modified via the protocol with extraordinary efficiency.

中文翻译:

1-铑,1,2,3-三唑与苯醌衍生醇的铑催化串联反应合成α-(2-羟基苯基)-α-氨基酮

在合成方案中使用了现成的1-磺酰基-1,2,3-三唑和苯醌衍生的醇来形成α-(2-羟苯基)-α-氨基酮。级联反应包括铑卡宾的形成,OH键1,3插入,克莱森重排以及芳构化。一步衍生化后可获得有价值的苯并恶嗪酮和3-氨基苯并呋喃。此外,通过该协议对雌酮衍生物进行了高效修饰。
更新日期:2020-07-29
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