A series of novel monocyclic cis-β-lactams were prepared from phenoxyacetic acid as ketene source and imines derived from 1-chloro-3,4-dihydronaphthalene-2-carbaldehyde and respective amine using ethyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate (or 2-ethoxy carbonyl DCPN) as a carboxylic acid activator. This is the first time 2-ethoxy carbonyl DCPN has been used as an acid activator in synthesis of β-lactams. The reaction was entirely diastereoselective leading to the formation cis-β-lactam derivatives. These newly synthesized cis-β-lactam were fully characterized by FT-IR, 1H NMR, 13C NMR, HRMS, CHNS and X-ray crystallography study. All this novel compound was also evaluated for their antibacterial and antifungal activities against certain strains of Gram-positive bacteria, Gram-negative bacteria and fungi. These compounds displayed moderate activity against using bacterial and fungal strains.

中文翻译：

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使用2-乙氧基羰基DCPN作为羧酸活化剂合成一些新型非对映选择性单环顺式-β-内酰胺及其抗菌活性。


以苯氧基乙酸为乙烯酮源，以 1-氯-3,4-二氢萘-2-甲醛和相应的胺为原料，使用乙基 4,5-二氯-6-氧代哒嗪-衍生出亚胺，制备了一系列新型单环顺式-β-内酰胺。 1(6H)-羧酸酯（或2-乙氧基羰基DCPN）作为羧酸活化剂。这是首次将2-乙氧基羰基DCPN用作β-内酰胺合成中的酸活化剂。该反应完全是非对映选择性的，导致形成顺式-β-内酰胺衍生物。这些新合成的顺式-β-内酰胺通过FT-IR、1H NMR、13C NMR、HRMS、CHNS和X射线晶体学研究进行了充分表征。所有这些新型化合物还针对某些革兰氏阳性菌、革兰氏阴性菌和真菌菌株的抗菌和抗真菌活性进行了评估。这些化合物对细菌和真菌菌株表现出中等活性。