57958-52-8Relevant academic research and scientific papers
Nickel-Catalyzed Asymmetric Reductive Carbo-Carboxylation of Alkenes with CO2
Chen, Xiao-Wang,Yue, Jun-Ping,Wang, Kuai,Gui, Yong-Yuan,Niu, Ya-Nan,Liu, Jie,Ran, Chuan-Kun,Kong, Wangqing,Zhou, Wen-Jun,Yu, Da-Gang
, p. 14068 - 14075 (2021)
Reductive carboxylation of organo (pseudo)halides with CO2 is a powerful method to provide carboxylic acids quickly. Notably, the catalytic reductive carbo-carboxylation of unsaturated hydrocarbons via CO2 fixation is a highly challenging but desirable approach for structurally diverse carboxylic acids. There are only a few reports and no examples of alkenes via transition metal catalysis. We report the first asymmetric reductive carbo-carboxylation of alkenes with CO2 via nickel catalysis. A variety of aryl (pseudo)halides, such as aryl bromides, aryl triflates and inert aryl chlorides of particular note, undergo the reaction smoothly to give important oxindole-3-acetic acid derivatives bearing a C3-quaternary stereocenter. This transformation features mild reaction conditions, wide substrate scope, facile scalability, good to excellent chemo-, regio- and enantioselectivities. The method highlights the formal synthesis of (?)-Esermethole, (?)-Physostigmine and (?)-Physovenine, and the total synthesis of (?)-Debromoflustramide B, (?)-Debromoflustramine B and (+)-Coixspirolactam A; thereby, opening an avenue for the total synthesis of chiral natural products with CO2.
Photocyclisation of Enamides. Part 14. Substituent Effects in the Photocyclisation of N-α,β-Unsaturated Acylanilides.
Ninomiya, Ichiya,Kiguchi, Toshiko,Yamauchi, Sadami,Naito, Takeaki
, p. 197 - 202 (2007/10/02)
Irradiation of N-α,β-unsaturated acylanilides having various substituents on the benzene ring yielded a mixture of cis- and trans-octahydrophenanthridones (3a-f) and dihydroquinolones (5a, e, and f).The N-alkylanilides (
