125914-22-9Relevant articles and documents
Modular Synthesis of Polysubstituted Quinolin-3-amines by Oxidative Cyclization of 2-(2-Isocyanophenyl)acetonitriles with Organoboron Reagents
Wang, Shihui,Xu, Jian,Song, Qiuling
supporting information, p. 6789 - 6794 (2021/09/02)
Polysubstituted quinolin-3-amines are vital structural motifs because of their broad biological activities as well as versatile transformational abilities. However, they are not easily accessible. We disclose a protocol with Mn(III) acetate as a mild one-
Novel synthesis of benzofuran- and indol-2-yl-methanamine derivatives
Schlosser, Joachim,Johannes, Eugen,Zindler, Melanie,Lemmerhirt, Jan,Sommer, Benjamin,Schütt, Martin,Peifer, Christian
supporting information, p. 89 - 94 (2015/02/02)
We report on a novel synthesis towards benzofuran-2-yl-methanamine and indol-2-yl-methanamine derivatives by using ortho-methoxy and ortho-nitro substituted phenylacetic acids as starting material, respectively. For each compound series, a key intermediate bearing the oxazole-4-carboxylic acid methylester moiety was produced. Refluxing the ortho-methoxy series in HBr/HAc produced the desired benzofuran-2-yl-methanamines. Accordingly, for the synthesis of indoles the nitro-group was first reduced and refluxing these intermediates in HCl gave the corresponding indol-2-yl-methanamines. The method worked well with electron donating substituents. Limitations regarding electron withdrawing substituents are discussed. This straightforward synthetic procedure can be a useful approach to generate a variety of substituted benzofuran-2-yl-methanamine and indol-2-yl-methanamine compounds by starting from readily available phenylacetic acid derivatives.
Synthesis of Tiliacora alkaloids. III: Synthesis of biaryls by the Ullmann reaction
Radau, Gregor,Buellesbach, Ralf,Pachaly, Peter
, p. 14735 - 14744 (2007/10/03)
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