134209-90-8Relevant articles and documents
Reaction of β-lactam carbenes with 2-pyridyl isonitriles: A one-pot synthesis of 2-carbonyl-3-(pyridylamino)imidazo[1,2-a]pyridines useful as fluorescent probes for mercury ion
Shao, Na,Pang, Guang-Xian,Yan, Cai-Xia,Shi, Gao-Feng,Cheng, Ying
supporting information; experimental part, p. 7458 - 7465 (2011/11/12)
The one-pot reaction of β-lactam carbenes with 2-pyridyl isonitriles followed by an acidic hydrolysis was reported, which produced 2-carbonyl-3-(pyridylamino)imidazo[1,2-a]pyridines in moderate to good yields. Among the resulting novel imidazo[1,2-a]pyrid
Spiro-fused β-lactam oxadiazolines by formal cycloaddition of 2-imino-Δ3-1,3,4-oxadiazolines to ketenes
Zoghbi, Michel,Warkentin, John
, p. 912 - 918 (2007/10/02)
Sixteen spiro-fused β-lactam oxadiazolines were prepared by treatment of 2-imino-Δ3-1,3,4-oxadiazolines with carboxylic acid chlorides in the presence of triethylamine.Two others were prepared by methylation of β-lactam oxadiazoline anion equivalents with methyl iodide.Isomer ratios, spectra, stereochemistry, and relative thermodynamic stabilities of a pair of diastereomeric β-lactam oxadiazolines are reported.Three cases of failure of the approach are noted, to define some of the limitations.The oxadiazolines are known to undergo thermolysis, in solution, to afford N2, a ketone, and a β-lactam-4-ylidene.Phenyl substitution at C5 of the oxadiazoline ring serves to decrease the thermolysis temperature by about 50 deg C but it also leads to the onset of a side reaction that lowers the yield of ylidene.This observation indicates a limitation of the oxadiazoline approach to the generation of β-lactam-4-ylidene.