通过铜/手性磷酸协同催化实现2-芳基-3H-吲哚-3-酮的对映选择性炔基化反应
Enantioselective Alkynylation of 2-Aryl-3H-indol-3-ones via Cooperative Catalysis of Copper/Chiral Phosphoric Acid.
作者信息
Wu Xi-Xi, Ma Tao, Qiao Xiu-Xiu, Zou Chang-Peng, Li Ganpeng, He Yonghui, Zhao Xiao-Jing
机构信息
Key Laboratory of Chemistry in Ethnic Medicinal Resources, Key Laboratory of Natural Products Synthetic Biology of Ethnic Medicinal Endophytes, State Ethnic Affairs Commission & Ministry of Education, School of Ethnic Medicine, Yunnan Minzu University, Kunming, 650500, China.
出版信息
Chem Asian J. 2023 Sep 15;18(18):e202300526. doi: 10.1002/asia.202300526. Epub 2023 Aug 15.
A facile enantioselective alkynylation of cyclic ketimines attached to a neutral functional group utilizing the dual Cu(I)-CPA catalysis is described. The strategy of the alkynylation of 2-aryl-3H-indol-3-one directly to chiral propargylic amines containing indolin-3-one moiety in good yields and enantioselectivities. Moreover, gram-scale synthesis of chiral propargylamines based C2-quaternary indolin-3-ones was performed. The synthetic applications were confirmed by transformations of the products with no decrease in the yield and enantioselectivity.
描述了一种利用双铜（I）-手性磷酸（CPA）催化对连接中性官能团的环状酮亚胺进行简便的对映选择性炔基化反应。该策略可将2-芳基-3H-吲哚-3-酮直接炔基化为含有吲哚啉-3-酮部分的手性炔丙基胺，产率和对映选择性良好。此外，还进行了基于手性炔丙基胺的C2-季碳吲哚啉-3-酮的克级合成。通过产物的转化证实了合成应用，产率和对映选择性没有降低。
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