Qiao Xiu-Xiu, He Yonghui, Ma Tao, Zou Chang-Peng, Wu Xi-Xi, Li Ganpeng, Zhao Xiao-Jing
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, P. R. China.
Chemistry. 2023 Apr 6;29(20):e202203914. doi: 10.1002/chem.202203914. Epub 2023 Mar 3.
A chiral phosphoric acid-catalyzed enantioselective aza-Friedel-Crafts reaction of 5-aminopyrazole derivatives with cyclic ketimines attached to a neutral functional group is reported. This protocol allows the formation of pyrazole-based C2-quaternary indolin-3-ones with high enantioselectivities and regioselectivities. Moreover, gram-scale synthesis of the 5-aminopyrazole-based C2-quaternary indolin-3-ones was performed, with no decrease in the yield and enantioselectivity.
报道了一种手性磷酸催化的5-氨基吡唑衍生物与连接有中性官能团的环状酮亚胺的对映选择性氮杂傅克反应。该方法能够以高对映选择性和区域选择性形成基于吡唑的C2-季碳吲哚啉-3-酮。此外，还进行了基于5-氨基吡唑的C2-季碳吲哚啉-3-酮的克级合成，产率和对映选择性均未降低。
