0000000000049179
AUTHOR
Chourouk Mhiri
Regioselective Synthesis of Mono- and Dispiropyrazoline Derivatives via 1,3-dipolar Cycloaddition with Nitrilimines
The 1,3-dipolar cycloaddition reaction of (E,E)-1,3-bis(arylidene)indan-2-one with diarylnitrilimines, generated in situ via dehydrohalogenation of the corresponding hydrazonoyl chlorides , affords predominantly monospiropyrazolines and as a mixture of diastereoisomers. Also dispiropyrazolines are formed in moderate yields. The structure and stereochemistry of cycloadducts were confirmed by 1H and 13C-NMR spectroscopy, elemental analyses data, and single-crystal X-ray diffraction studies of and .
Synthesis of highly substituted spiropyrrolidines via 1, 3-dipolar cycloaddition reaction of N-metalated azomethine ylides. A new access to spiropyrroline derivatives
1,3-dipolar cycloaddition of (E)-arylidene-(2H)-indanones 1 (Ar = Ph, p-MeC6H4, p-MeOC6H4, p-ClC6H4) and (E)-2-arylidene-(2H)-tetralones 2 (Ar = Ph, p-MeC6H4, p-MeOC6H4, p-ClC6H4) to N-metalated azomethine ylides 3 generated from methyl N-arylideneglycinate in the presence of silver acetate produces in good yields novel spiro[3,5-(diaryl)-2-carbomethoxypyrrolidine-4:2’-indanones] 4 and spiro[3,5-(diaryl)-2-carbomethoxypyrrolidine-4:2’-tetral-1-ones] 5. The cycloaddition proceeds in regio- and stereoselective manner (100%) at room temperature to afford respectively the syn-endo cycloadducts 4 and 5 via metallo-azomethine ylides. The regio- and stereochemistry of the spiranic adducts has been…
CCDC 1029334: Experimental Crystal Structure Determination
Related Article: Chourouk Mhiri, Fadwa Rouatbi, Sarra Boudriga, Moheddine Askri, Kabula Ciamala, Michael Knorr, Karin Monnier-Jobé, Abderrahim Khatyr, Yoann Rousselin, Marek M. Kubicki|2015|Mediterranean J.Chem.|4|30|doi:10.13171/mjc.4.1.2015.18.02.09.52/askri
CCDC 1029336: Experimental Crystal Structure Determination
Related Article: Chourouk Mhiri, Fadwa Rouatbi, Sarra Boudriga, Moheddine Askri, Kabula Ciamala, Michael Knorr, Karin Monnier-Jobé, Abderrahim Khatyr, Yoann Rousselin, Marek M. Kubicki|2015|Mediterranean J.Chem.|4|30|doi:10.13171/mjc.4.1.2015.18.02.09.52/askri
CCDC 1447439: Experimental Crystal Structure Determination
Related Article: Fadwa Rouatbi, Chourouk Mhiri, Moheddine Askri, Michael Knorr, Yoann Rousselin and Marek M. Kubicki|2017|J.Heterocycl.Chem.|54|1152|doi:10.1002/jhet.2684
CCDC 1447438: Experimental Crystal Structure Determination
Related Article: Fadwa Rouatbi, Chourouk Mhiri, Moheddine Askri, Michael Knorr, Yoann Rousselin and Marek M. Kubicki|2017|J.Heterocycl.Chem.|54|1152|doi:10.1002/jhet.2684
CCDC 1029335: Experimental Crystal Structure Determination
Related Article: Chourouk Mhiri, Fadwa Rouatbi, Sarra Boudriga, Moheddine Askri, Kabula Ciamala, Michael Knorr, Karin Monnier-Jobé, Abderrahim Khatyr, Yoann Rousselin, Marek M. Kubicki|2015|Mediterranean J.Chem.|4|30|doi:10.13171/mjc.4.1.2015.18.02.09.52/askri