51127-15-2Relevant academic research and scientific papers
Metal-Free Insertion Reactions of Diazo Carbonyls to Azlactones
De Mello, Amanda C.,Momo, Patrícia B.,Burtoloso, Antonio C. B.,Amarante, Giovanni W.
, p. 11399 - 11406 (2018/09/12)
Insertion reactions of diazo carbonyls to azlactones in basic conditions have been performed. The developed method allows the preparation of a wide range of oxazole derivatives in yields ranging from 74 to 98%. Different substituents on both azlactone rings and diazo carbonyls do not compromise the methodology, even those containing stereogenic centers. Isotopic labeling experiments revealed the mechanism may proceed through a rare diazo carbonyl activation by an ammonium salt derivative.
Synthesis of di- and tri-substituted imidazole-4-carboxylates via PBu3-mediated [3+2] cycloaddition
Hsu, Mei-Yuan,Dietrich, Justin,Hulme, Christopher,Shaw, Arthur Y.
, p. 1538 - 1542 (2013/05/21)
Some new di- and trisubstituted imidazole-4-carboxylates were prepared from amidoacetic acids 3 in the present report. The key step to establish such imidazole- 4-carboxylates stemmed from the PBu3-mediated [3+2] cycloaddition between in situ-generated Δ2-oxazolinone 4 and ethyl cyanoformate6. Our results indicated that trisubstituted imidazoles 7-20 were afforded in better yields than those of disubstituted imidazoles 21-27. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications1 to view the free supplemental file. Copyright Taylor & Francis Group, LLC.
Au(I)-catalyzed enantioselective 1,3-dipolar cycloadditions of muenchnones with electron-deficient alkenes
Melhado, Asa D.,Luparia, Marco,Toste, F. Dean
, p. 12638 - 12639 (2008/03/14)
The first catalytic enantioselective 1,3-dipolar cycloaddition of muenchnone dipoles with electron-deficent alkenes is described. The reaction is catalyzed by chiral bis(phosphine)gold(I) benzoate complexes and provides Δ1-pyrrolines with excellent regio-, diastereo-, and enantioselectivity. The reaction is proposed to proceed througha 1,3-dipole generated by deprotonation of a gold(I)-activated azlactone. Copyright
Studies on chromone derivatives : An efficient one-pot synthesis of various 3-( N-aroylamino)-3-methyl-4-(4-oxobenzopyran-3-yl)-1-( N,N-dimethylamino)azetidin-2-ones
Boruah, Anima,Prajapati, Dipak,Sandhu, Jagir S.
, p. 1148 - 1151 (2007/10/03)
Chlorosulfonylmethylene(dimethyl)ammonium chloride 1 is found to be a highly reactive cyclodehydrating agent for the one-pot synthesis of various novel 3-(N-aroylamino)-3-methyl-4-(4-oxobenzopyran-3-yl)-1-(N,N-dimethylamino) azetidin-2-ones 5 from N-aroyl
