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Rhodium(II)‐Catalyzed Reaction of 1‐Tosyl‐1,2,3‐triazoles with Morita–Baylis–Hillman Adducts: Synthesis of 3,4‐Fused Pyrroles
Chemistry - An Asian Journal ( IF 4.1 ) Pub Date : 2018-03-07 , DOI: 10.1002/asia.201800057
Renmeng Jia 1 , Jiang Meng 1 , Jiaying Leng 1 , Xingxin Yu 1 , Wei-Ping Deng 1
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A cascade reaction of rhodium azavinylcarbenes with Morita–Baylis–Hillman (MBH) adducts enables a novel synthetic approach to 3,4‐fused pyrroles. The cascade reaction begins with the insertion of O−H bond into rhodium azavinylcarbenes, subsquent sigmatropic rearrangement provides substituted α,β‐unsaturated cyclic ketone intermediates. Then the intramolecular aza Michael addition/oxidative aromatization sequence give rise to a wide range of 3,4‐fused pyrroles in good yields, and with excellent functional group compatibility.

中文翻译:

铑(II)催化1-甲苯磺酰基1,2,3-三唑与森田-贝利斯-希尔曼加合物的反应:3,4融合吡咯的合成

铑氮杂乙烯基卡宾与Morita–Baylis–Hillman(MBH)加合物的级联反应为3,4-稠合吡咯提供了一种新颖的合成方法。级联反应始于将OH键插入到氮杂乙烯基卡宾铑中,随后的σ重排提供了取代的α,β-不饱和环状酮中间体。然后,分子内氮杂迈克尔加成/氧化芳构化序列以良好的收率和出色的官能团相容性产生了各种3,4-稠合吡咯。
更新日期:2018-03-07
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