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Cascade reaction of alkynols with 1-(2-aminophenyl)prop-2-ynols to form a fused 5,5,6-tricyclic system: formation of four bonds in a single reaction
Chemical Communications ( IF 4.9 ) Pub Date : 2017-07-10 00:00:00 , DOI: 10.1039/c7cc04126h
Xiao-Feng Mao 1, 2, 3, 4, 5 , Xiao-Ping Zhu 1, 2, 3, 4, 5 , Deng-Yuan Li 1, 2, 3, 4, 5 , Liang-Liang Jiang 1, 2, 3, 4, 5 , Pei-Nian Liu 1, 2, 3, 4, 5
Affiliation  

A novel cascade reaction of internal alkynols with 1-(2-aminophenyl)prop-2-ynols has been developed to form a new N,O-containing fused 5,5,6-tricyclic skeleton. Mechanistic studies indicate that this reaction proceeds via alkynol cycloisomerization, intermolecular substitution with 1-(2-aminophenyl)prop-2-ynols, and intermolecular addition with alkynols and consequent cyclizations. In this way, two C–C bonds, one C–O bond and one C–N bond form to give a tricyclic skeleton in a single reaction.

中文翻译:

炔醇与1-(2-氨基苯基)丙-2-炔醇的级联反应以形成稠合的5,5,6-三环系统:在单个反应中形成四个键

已经开发了内部炔醇与1-(2-氨基苯基)丙-2-炔醇的新型级联反应,以形成新的含NO的稠合5,5,6-三环骨架。机理研究表明,该反应通过炔醇环异构化,用1-(2-氨基苯基)丙-2-炔醇进行分子间取代,以及用炔醇进行分子间加成和随后的环化而进行。这样,两个C–C键,一个C–O键和一个C–N键形成一个反应生成三环骨架。
更新日期:2017-07-28
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