73911-16-7Relevant articles and documents
Physicochemical properties of a urea/zinc chloride eutectic mixture and its improved effect on the fast and high yield synthesis of indeno[2,1-: C] quinolines
Pen?-Solórzano, Diana,Kouznetsov, Vladimir V.,Ochoa-Puentes, Cristian
supporting information, p. 7987 - 7997 (2020/06/17)
In this contribution, a low melting mixture of urea-zinc chloride was prepared and characterized using FTIR, RAMAN and TGA. In addition, the physicochemical properties, such as electrical conductivity, density, pH and refractive index were measured and analysed as a function of temperature. To further expand the use of this DES as a valuable reaction medium, the three-component Povarov reactions between aromatic aldehydes, anilines and indene were studied obtaining a series of pharmacologically important indeno[2,1-c]quinolines in high yields with short reaction times. All the reactions proceeded efficiently using the eutectic mixture as an environmentally friendly solvent, which was reused up to three cycles. Moreover, green metrics analysis showed that this protocol offers a green and very efficient alternative to the traditionally reported methods for constructing the same heterocyclic system.
Coupling cyclizations with fragmentations for the preparation of heteroaromatics: Quinolines from o-alkenyl arylisocyanides and boronic acids
Evoniuk, Christopher J.,Ly, Michelle,Alabugin, Igor V.
supporting information, p. 12831 - 12834 (2015/08/06)
Stereoelectronic restrictions on homoallylic ring expansion in alkyne cascades can be overcome by using alkenes as synthetic equivalents of alkynes in reaction cascades that are terminated by C-C bond fragmentation. Implementation of this approach using Mn(iii)-mediated reaction of o-alkenyl isocyanides and boronic acids leads to efficient synthesis of substituted quinolines.