1859-88-7Relevant academic research and scientific papers
Platinum-catalyzed selective N-allylation of 2,3-disubstituted indoles with allylic acetates in water
Peng, Bai-Jing,Hsueh, Wen-Ting,Fül?p, Ferenc,Yang, Shyh-Chyun
, p. 58 - 62 (2019)
Due to their biological activity, indoles and substituted indoles have attracted considerable attention from both synthetic and medicinal scientists. Much effort has been directed toward the development of methods for the functionalization of the indole nucleus. The protocol uses a catalytic amount of catalyzed platinum as a promoting agent, producing N-allylated indoles in considerable yields. Moreover, water, with its large heat capacity, is one of the most abundant molecules on earth. The use of water as a solvent may bring about many environmental benefits. Herein, we have demonstrated that the platinum-catalyzed selective N-allylation of 2,3-disubstituted indoles proceeds in water. This method provides a simple, convenient, and efficient way to afford a high yield of N-allylated indoles.
Platinum-catalyzed allylation of 2,3-disubstituted indoles with allylic acetates
Peng, Bai-Jing,Wu, Wen-Ting,Yang, Shyh-Chyun
, (2017)
Given the importance of heterocycle indole derivatives, much effort has been directed toward the development of methods for functionalization of the indole nucleus at N1 and C3 sites. Moreover, the platinum-catalyzed allyation of nucleophiles was an established and efficient way, which has been applied to medicinal and organic chemistry. In our research, the platinum-catalyzed 2,3-disubstitued indoles with allylic acetates was investigated under different conditions. Herein, we established a simple, convenient, and efficient method, which afforded high yield of allylated indoles.
Palladium-catalyzed β-allylation of 2,3-disubstituted indoles
Kagawa, Natsuko,Malerich, Jeremiah P.,Rawal, Viresh H.
supporting information; experimental part, p. 2381 - 2384 (2009/05/27)
(Chemical Equation Presented) Given the prevalence of the indole nucleus in biologically active compounds, the direct C3-functionalization of 2,3-disubstituted indoles represents an important problem. Described is a general, high-yielding method for the palladium-catalyzed β-allylation of carba- and heterocycle fused indoles, including complex natural product substrates.
Pd-catalyzed C3-selective allylation of indoles with allyl alcohols promoted by triethylborane
Kimura, Masanari,Futamata, Makoto,Mukai, Ryutaro,Tamaru, Yoshinao
, p. 4592 - 4593 (2007/10/03)
Under palladium catalysis, Et3B nicely promotes allyl alcohols to undergo C3-selective allylation of indoles and tryptophan; the yields range 75-95%. Copyright
