76543-28-7Relevant academic research and scientific papers
SYNTHESIS OF AZETIDIN-3-ONES. STRUCTURE OF N-TOSYL-2-ETHYLAZETIDIN-3-ONE
Aliev, Z. G.,Atovmyan, L. O.,Sipyagin, A. M.,Kartsev, V. G.,Dobrokhotova, O. V.
, p. 390 - 395 (2007/10/02)
A one-step synthesis of azetidin-3-ones by intramolecular cyclization of 1-diazo-3-arenesulfamoylalkan-2-ones was developed.The yield of cyclic product increases to 70percent in the presence of an alkyl or benzyl substituent in the hydrocarbon chain of the diazoketone.The structure of N-tosyl-2-ethylazetidin-3-one was studied by x-ray diffraction analysis and it was shown that the four-membered ring has 15 deg inflection.
ACETOLYSIS OF α'-SULPHONAMIDO α-CHLORO AND α-DIAZO KETONES. A CONVENIENT SYNTHESIS OF 3-AZETIDINONES
Pusino, Alba,Saba, Antonio,Desole, Giuseppe,Rosnati, Vittorio
, p. 33 - 36 (2007/10/02)
Acetolysis of tertiary sulfonyl amides 1b,d leads to chlorine cinesubstitution exclusively, while in the case of the secondary amides 1a,c,e, only products of β-elimination are obtained.Acetolysis of the related diazo ketones 2b,d bearing a tertiary nitrogen atom, leads to normal substitution of the diazo group exclusively, whereas with the corresponding secondary amides 2a,c,e a concurrent cyclization to the 3-azetidinones 9, 12 and 15 is observed.By decomposition of the same diazoketones 2a,c,e in the presence of catalytic amounts of Cu(CF3COCHCOCF3)2, the above 3-azetidinones are obtained in excellent yields.
