Organocatalytic C _sp2 -O Amination of Quinolin-4(1H)-ones with 3-Alkynyl-3-hydroxyisoindolinones

Huang, Tingting; Qian, Chenxiao; Li, Pengfei

2024-05-01

10.1021/acs.joc.4c00728

JOURNAL OF ORGANIC CHEMISTRY   影响因子和分区

0022-3263

1520-6904

The Br & oslash;nsted acid catalytic C-sp2-O amination of quinolin-4(1H)-ones with 3-alkynyl-3-hydroxyisoindolinones as animation reagents has been developed. The cascade dehydration/conjugate addition/intramolecular annulation/ring-opening reaction proceeded smoothly to afford a broad scope of aminated products with high efficiency. Furthermore, the enantioselective construction of C-sp2-N atropisomers was also investigated in the presence of chiral phosphoric acid. Importantly, this work not only realized the organocatalytic C-sp2-O amination of quinolin-4(1H)-ones but also laid the foundation for directly asymmetric synthesis of C-sp2-N atropisomers

SCI ; EI

英语

第一 ; 通讯

Guangdong Provincial Introduction of Innovative Research and Development Team[20200925151614002] ; Shenzhen Innovation of Science and Technology Commission[2019BT02Y335]

Chemistry

Chemistry, Organic

WOS:001236212700001

AMER CHEMICAL SOC

CHEMISTRY

Web of Science

Southern Univ Sci & Technol, Guangming Adv Res Inst, Dept Chem, Guangdong Prov Key Lab Catalysis,Coll Sci, Shenzhen 518055, Peoples R China

Huang, Tingting,Qian, Chenxiao,Li, Pengfei. Organocatalytic C _sp2 -O Amination of Quinolin-4(1H)-ones with 3-Alkynyl-3-hydroxyisoindolinones[J]. JOURNAL OF ORGANIC CHEMISTRY,2024.

Huang, Tingting,Qian, Chenxiao,&Li, Pengfei.(2024).Organocatalytic C _sp2 -O Amination of Quinolin-4(1H)-ones with 3-Alkynyl-3-hydroxyisoindolinones.JOURNAL OF ORGANIC CHEMISTRY.

Huang, Tingting,et al."Organocatalytic C _sp2 -O Amination of Quinolin-4(1H)-ones with 3-Alkynyl-3-hydroxyisoindolinones".JOURNAL OF ORGANIC CHEMISTRY (2024).