ChemInform Abstract: Oxalyl Chloride in Furan‐ and 1H‐Pyrrole‐2,3‐dione Syntheses.

Synthesis and Characterization of New Boron Compounds Using Reaction of Diazonium Tetraphenylborate with Enaminoamides

“…Compound 9h was also obtained using the Method C (refluxing the mixture for 3 h), but the yield was only 3%. Chemical shifts of 11 B and 15 N are similar to those for oxazaborine 6h and triazaborinone 5h. The study of this type of structure will be the subject of further investigation.…”

“…When β-enaminoamide 1c (Figure 1, R 1 = R 2 = Me, R 3 = H) reacted with diazonium salt under heating with the mixture solvent (dichloromethane/toluene), the only product with a yield of 69% was isolated. The structure of this product was deduced on the basis of 1 H, 13 C, 11 B, and 15 N-NMR spectroscopy. In the aliphatic part of the 1 H NMR spectrum of this product (Supplementary Material, Figure S12), there are three signals of three methyl groups.…”

“…NMR parameters such as 15 N and 11 B NMR chemical shifts (δ) and coupling constants (J) for heterocyclic compounds 5-9 are shown in Table 2. When oxazaborines 6a and 6e-h were heated at 250 • C without solvent (Scheme 6), a ring transformation occurred to give the corresponding diazaborinones in good yields (49-82%).…”

“…NMR parameters such as 15 N and 11 B NMR chemical shifts (δ) and coupling constants (J) for heterocyclic compounds 5-9 are shown in Table 2. NMR parameters such as 15 N and 11 B NMR chemical shifts (δ) and coupling constants (J) for heterocyclic compounds 5-9 are shown in Table 2. The chemical shifts δ are reported in ppm, and the coupling constants J in Hertz.…”

“…Compounds 1 have been also used in the synthesis of dihydropyridines [2][3][4][5][6], and these dihydropyridines have been tested in cloned human α adrenoceptors, as well as the rat L-type calcium channel [4] or platelet activating factor (PAF) antagonist activity was measured [3]. Enaminoamides 1 can be used in the synthesis of other types of heterocycles, for example, pyridines [7], pyridine-2-one [8], pyrimidines [9], pyrimidinones [10][11][12][13], spirocyclohexane [14], 1H-pyrrole-2,3-dione [15], 2-oxopyrrole [11], pyrazolone [16], and isothiazole [17]. The coordination ability of these simple compounds has not been studied yet.…”