An Assembly of Pyrano[3,2-b]indol-2-ones via NHC-Catalyzed[3+3]Annulation of Indolin-3-ones with Ynals  

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作  者:Xia Wang Shulei Zhang Shao-Jie Wang Hao An Xiaolan Xin Haonan Lin Zhifeng Tu Shenci Lu 

机构地区:[1]Frontiers Science Center for Flexible Electronics(FSCFE),Shaanxi Institute of Flexible Electronics(SIFE)&Shaanxi Instituteof Biomedical Materials and Engineering(SiBME),Northwestern Polytechnical University(NPU),127 West Youyi Road,Xi'an,Shaanxi 710072,China [2]School of Chemistry and Chemical Engineering,Northwestern Polytechnical University(NPU),127 West Youyi Road,Xi'an,Shaanxi 710072,China

出  处:《Chinese Journal of Chemistry》2024年第13期1487-1492,共6页中国化学(英文版)

基  金:We thank the financial support from the Program for Young Talents of Shaanxi Province(5113200043);the Fundamental Research Funds for the Central Universities.

摘  要:We report herein an unprecedented N-heterocyclic carbene-catalyzed formal[3+3]annulation of ynals with N-Ts indolin-3-ones under the oxidation condition affording the functionalized pyrano[3,2-b]indol-2-ones.The alkynyl acylazoliums via the combination of a carbene with ynals in the presence of oxidate proved to be the important intermediates for the success of this transformation.This method features a broad substrate scope and mild conditions,including axially chiral skeletons with suitable substitutions.

关 键 词:N-Heterocyclic carbene ANNULATION ORGANOCATALYSIS ATROPISOMERISM Carbazole Aldehydes HETEROCYCLES Asymmetric catalysis 

分 类 号:O62[理学—有机化学]

 

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