Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives

Palladium-Catalyzed Heck-type Domino Cyclization and Carboxylation to Synthesize Carboxylic Acids by Utilizing Chloroform as the Carbon Monoxide Source

“…13 C NMR (100 MHz, CDCl 3 ) δ 180.4, 173.5, 142.2, 135.6, 132.7, 128.8, 128.2, 127.6, 127.2, 122.9, 122.2, 109.6, 45.3, 44.0, 41.1, 24.6. The compound was identical with the reported data …”

Assignment of absolute configuration using chiral reagents and NMR spectroscopy

“…103 Similarly, the configu- 85 (2)-Menthone (34) (1,3-diols) 86 2,2'-Dimethoxypropane (1,2-and 1,3-diols) 87,88 2-(1-Methoxyethyl)phenyl boronic acid (35) (cis-1,2-diols) 89 Osmate(VI) esters of N,N,N',N'-tetramethyl-1,2-cyclohexanediamine (36) (1,2-diols) 90 ration of 3-indolylpropionic acids can be assigned using derivatives with (R)- (1) (43) 105 (Table 3).…”

Synthesis of Pyrrolidinoindolines from 2-(2-Oxo-3-indolyl)acetates: Scope and Limitations

“…Flash chromatography was performed using silica gel 60 (230-400 mesh). The methyl oxindole-3-acetates 3a-3d used in this study were prepared as previously described [8,11]. Compounds 4a, 5a, 6a, 7a, and 5f were synthesized [9,12] as indicated in Schemes 1 and 2.…”

“…Particularly promising γ-lactones were envisaged as intermediates. In this regard, the recently published synthesis of 2-(1,3-dialkyl-2-oxo-3-inolyl)acetic acids starting from methyl ester 2b [8] based on the reductive lactonization of the sodium salt of carboxylic γ-oxindolic acid derivatives [9]. First, we decided to investigate the synthetic scope and limitations of the N-and C-alkylation of methyl 2-(2-oxo-3-indolyl)acetates 3a-d (Scheme 1).…”