13672-27-0Relevant academic research and scientific papers
Indium-mediated Palladium-catalyzed Allylic Alkylation of Isatins with Alkynes
Wu, Zijun,Fang, Xinxin,Leng, Yuning,Yao, Hequan,Lin, Aijun
, p. 1289 - 1295 (2018/02/21)
An unprecedented indium-mediated palladium-catalyzed allylic alkylation of isatins with alkynes is disclosed. This reaction provides a new, practical, and straightforward route to access 3-allyl-3-hydroxy-2-oxindoles in good yields with broad substrate scope and scalability, exhibiting high atom and step economy. A primary mechanistic study reveals that indium played two roles in the reaction, first as a reductant and second as a Lewis acid. Compared with previous methods, our strategy eliminated the steps for the separation and purification of the reaction intermediates, as well as pre-installing leaving groups to allylic substrates. Moreover, our reaction did not employ moisture-sensitive allylic metal species and stoichiometric oxidants. (Figure presented.).
Asymmetric organocatalyzed epoxidation of 2-oxoindoline-3-ylidene acetaldehydes
Mukaiyama, Takasuke,Ogata, Kento,Ono, Tsuyoshi,Hayashi, Yujiro
, p. 155 - 159 (2015/01/30)
The asymmetric epoxidation of 2-oxoindoline-3-ylidene acetaldehydes, catalyzed by diarylprolinol silyl ether, has been developed. The reaction provides oxindole derivatives possessing chiral epoxides in good yield with good diastereoselectivity and excell
Chiral primary amine catalyzed asymmetric direct cross-aldol reaction of acetaldehyde
Hu, Shenshen,Zhang, Long,Li, Jiuyuan,Luo, Sanzhong,Cheng, Jin-Pei
experimental part, p. 3347 - 3352 (2011/08/03)
The first primary aminocatalytic direct cross-aldol reaction of acetaldehyde is presented. Among the various vicinal diamines screened, the L-tert-leucine derivative 1c in conjunction with (H4SiW 12O40)0.25 was identified as the optimal catalyst; good catalytic activity (up to 99% yield in 4 h), and high enantioselectivities (up to 92% ee) were achieved for a range of donors, including aromatic aldehydes and isatin derivatives. Aqueous acetaldehyde solution and paraldehyde can be conveniently applied in this system.
