Gold- and Silver-Catalyzed Intramolecular Cyclizations of Indolylcyclopropenes for the Divergent Synthesis of Azepinoindoles and Spiroindoline Piperidines was written by Zhu, Peng-Long;Zhang, Zhen;Tang, Xiang-Ying;Marek, Ilan;Shi, Min. And the article was included in ChemCatChem in 2015.Safety of 5-Chloroindole-3-carboxaldehyde This article mentions the following:
Gold- and silver-catalyzed intramol. cycloisomerizations of nitrogen or carbon-tethered indolylcyclopropenes I [X = 4-BrC6H4SO2N, 4-O2NC6H4SO2, 4-H3CC6H4SO2, C(CO2CH3)2; Y = CH2, CH2CH2; R1 = H, 5-Me, 7-Me, etc.; R2 = Et, Me, Bn] to furnish biol. and pharmaceutically valuable azepino[4,5-b]indoles II and spiro[indoline-3,4′-piperidine] derivatives III have been developed. Both reactions exhibit high chemoselectivity and stereospecificity through completely different reaction pathways. Based on mechanistic studies, it is well demonstrated that gold and silver catalysts act differently to promote the anti- and syn-addition and the steric effect of the catalysts play an important role to switch the addition mode, affording the catalyst-controlled-divergent synthesis. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Safety of 5-Chloroindole-3-carboxaldehyde).
5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Safety of 5-Chloroindole-3-carboxaldehyde
Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles