Barbero, M; Dughera, S; Alberti, S; Ghigo, G in [Barbero, Margherita; Dughera, Stefano; Alberti, Sara; Ghigo, Giovanni] Univ Torino, Dipartimento Chim, Via P Giuria 7, I-10125 Turin, Italy published A simple, direct synthesis of 3-vinylindoles from the carbocation-catalysed dehydrative cross-coupling of ketones and indoles. A combined experimental and computational study in 2019.0, Cited 84.0. Recommanded Product: 150-19-6. The Name is m-Methoxyphenol. Through research, I have a further understanding and discovery of 150-19-6.
A straightforward synthesis of a library of largely new 3-vinylindoles via a clean dehydrative coupling reaction between ketones and indoles has been developed. Highly stable, non-nucleophilic aryl(2-methylindol-3-yl)methylium salts have been used as efficient Lewis acid catalysts. The advantages of the reaction are the use of equimolar amounts of inexpensive and easily available reagents, the low catalyst amount, high atom efficiency, the production of only one molecule of water as a by-product and the mild reaction conditions. Computational studies of two specific reaction mechanism instances show that both steric and electronic effects heavily influence the nature of the final products, whether a methyl group in position 2 of the indole is present or absent. (C) 2018 Elsevier Ltd. All rights reserved.
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Reference:
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