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RESEARCH PRODUCT
Regioselective Synthesis of Mono- and Dispiropyrazoline Derivatives via 1,3-dipolar Cycloaddition with Nitrilimines
Marek M. KubickiFadwa RouatbiMichael KnorrChourouk MhiriYoann RousselinMoheddine Askrisubject
010405 organic chemistryChemistryOrganic ChemistryDiastereomerRegioselectivity010402 general chemistry01 natural sciencesMedicinal chemistryCycloaddition0104 chemical sciences13-Dipolar cycloadditionDehydrohalogenationOrganic chemistrySpectroscopydescription
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 .
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2016-06-15 | Journal of Heterocyclic Chemistry |