178809-24-0Relevant articles and documents
Cyclization and oxidation of o-bromophenylacetamides for the synthesis of oxindoles and isoindigoes
Liu, Liang,Song, Lei,Guo, Yujun,Min, Dewen,Shi, Tianchao,Zhang, Wu
supporting information, p. 354 - 359 (2017/12/26)
N-substituted oxindoles were obtained through a facile KOH/DMSO promoted intramolecular cyclization of o-bromophenylacetamides in good yields. Furthermore, isoindigo derivatives were readily synthesized through sequential intramolecular cyclization, oxida
Direct synthesis of amides from carboxylic acids and amines using B(OCH2CF3)3
Lanigan, Rachel M.,Starkov, Pavel,Sheppard, Tom D.
, p. 4512 - 4523 (2013/06/05)
B(OCH2CF3)3, prepared from readily available B2O3 and 2,2,2-trifluoroethanol, is as an effective reagent for the direct amidation of a variety of carboxylic acids with a broad range of amines. In most cases, the amide products can be purified by a simple filtration procedure using commercially available resins, with no need for aqueous workup or chromatography. The amidation of N-protected amino acids with both primary and secondary amines proceeds effectively, with very low levels of racemization. B(OCH2CF3)3 can also be used for the formylation of a range of amines in good to excellent yield, via transamidation of dimethylformamide.
Branch-selective synthesis of oxindole and indene scaffolds: Transition metal-controlled intramolecular aryl amidation leading to C3 reverse-prenylated oxindoles
Ignatenko, Vasily A.,Deligonul, Nihal,Viswanathan, Rajesh
supporting information; experimental part, p. 3594 - 3597 (2010/11/04)
In an effort to access biologically important scaffolds, a concise branch-selective synthesis of C3 tertiary oxindoles by Cu(I)-catalyzed aryl amidation and 2,2-dimethyl indene by Pd(0)-catalyzed Heck cyclization has been accomplished from acyclic reverse-prenylated intermediates. Oxindole C3-enolate generation using NaH followed by alkylation in the presence of appropriate electrophiles provides a novel route to quaternary C3 reverse-prenylated oxindoles.