31301-50-5Relevant articles and documents
A Novel Approach to Highly Substituted β-Carbolines via Reductive Ring Transformation of 2-Acyl-3-isoxazolylindoles
Bracher, Franz,Kamlah, Alexandra
, p. 2708 - 2719 (2020)
We have worked out a new approach to 1,3,4-trisubstituted β-carbolines of pharmaceutical interest. As central building blocks we used 2-acylindoles, which are readily available from indole-2-Weinreb amides. Bromination at C-3, followed by Suzuki–Miyaura c
A novel and convenient synthesis of 5-aryl-4-bromo-3-carboxyisoxazoles: useful intermediates for the solid-phase synthesis of 4,5-diarylisoxazoles
Letourneau, Jeffrey J.,Riviello, Christopher,Ohlmeyer, Michael H.J.
, p. 1739 - 1743 (2008/02/05)
A novel synthesis of 5-aryl-4-bromo-3-carboxyisoxazoles employing a [3+2] cycloaddition of a nitrile N-oxide with 2-aryl-1-bromoalkynes as the key step is described. The utility of these 5-aryl-4-bromo-3-carboxyisoxazoles in the solid-phase synthesis of 4,5-diarylisoxazoles is demonstrated.
Halogenation of Vinyl Ketoximes. Synthesis of Isoxazoles and Preparation and Silver Ion-Promoted Reactions of 4-Halo-2-isoxazolines
Hansen, John F.,Kim, Yong In,McCrotty, Stephen E.,Strong, Scott A.,Zimmer, Douglas E.
, p. 475 - 479 (2007/10/02)
Reaction of several α,β-unsaturated ketoximes with N-bromosuccinimide (NBS) gave isoxazoles, but yields were lower and the reaction less general than a similar transformation using iodine under basic conditions.With β,β-disubstituted oximes, 4-halo-5,5-disubstituted-2-isoxazolines were obtained using NBS, iodine, or N-chlorosuccinimide.Treatment of the 4-bromoisoxazolines with silver acetate or silver nitrate caused either elimination with rearrangement to give isoxazoles or substitution at C-4, depending upon the nature of the substituents at C-5.