Formimidoyl group transfer from activated amidines. Part 1. Hydrolysis of 1-(N-t-butylformimidoyl)imidazole and related imidazole-containing formamides

Chandler, Anne; Hegarty, A. F.; McCormack, Margaret T.

doi:10.1039/p29800001318

Cited by 4 publications

(2 citation statements)

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“…Preparation of Isonitrile Ligand 5. A solution of p -nitroformanilide (1.02 g, 6.13 mmol) and triethylamine (2.6 mL, 18.65 mmol) was stirred in 60 mL of DCM at room temperature for 3 h. The solution was cooled to 0 °C before phosphoroxychloride (1.43 g, 9.29 mmol) was added in 15 mL of DCM. The icebath was removed, and the mixture was stirred 2 h at room temperature.…”

Section: Methodsmentioning

confidence: 99%

Molybdenum-Catalyzed Stannylations as Key Steps in Heterocyclic Synthesis

2003

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THF/carbonyl complexes of molybdenum and tungsten are suitable precursors for the synthesis of the corresponding monoisonitrile carbonyl complexes. Whereas complexes with electron-rich isonitriles are suitable for regioselective hydrostannations, complexes with electron-poor isonitriles are efficient catalysts for distannations, without reduction of aromatic halides. This allows for the synthesis of halogenated distannylated allyl ethers, which can be subjected to intramoleculare Stille couplings giving rise to heterocycles, which can be further modified at the remaining stannyl group.

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Section: Methodsmentioning

confidence: 99%

Molybdenum-Catalyzed Stannylations as Key Steps in Heterocyclic Synthesis

2003

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“…tert-Butyl isocyanide 24 tert-Butyl isocyanide 24 has been produced from tert-butylformamide by three methods, using either phosgene (for a safe source, see Chapter 7) [33], triphosgene [34], or phosphoryl chloride [35]. Yields of 24 obtained with phosgene and triphosgene are 82% and 88%, respectively, and are thus significantly higher than that achieved with phosphoryl chloride (60%).…”

Section: -Cyanopyridine 23mentioning

confidence: 99%