Cu(ii)-thiophene-2,5-bis(amino-alcohol) mediated asymmetric Aldol reaction and Domino Knoevenagel Michael cyclization : a new highly efficient Lewis acid catalyst
The highly efficient Lewis acid-catalytic system Cu(II)-thiophene-2,5-bis(amino-alcohol) has been developed for enantioselective Aldol reaction of isatin derivatives with ketones. The new catalytic system also proved to be highly enantioselective for the one pot three-component Domino Knoevenagel Michael cyclization reaction of substituted isatin with malononitrile and ethylacetoacetate. The chiral ligand (2S,2′S)-2,2′-((thiophene-2,5-diylbis(methylene))bis(azanediyl))bis(3-phenylpropan-1-ol) (L1) in combination with Cu(OAc)2·H2O employed as a new Lewis acid catalyst, furnished 3-substituted-3-hydroxyindolin-2-ones derivatives (3a–s) in good to excellent yields (81–99%) with high enantiosel…
X-ray Crystal Structure and Hirshfeld Analysis of Gem-Aminals-Based Morpholine, Pyrrolidine, and Piperidine Moieties
The gem-aminals of 1,2-dimorpholinoethane (1) and 1-morpholino-3-morpholinium bromide propane (2) were synthesized by reaction of two molar ratio of morpholine with the halogenating agents in the presence of basic condition (K2CO3) in acetone at room temperature (RT) overnight. The structures of the centro-symmetric compound 1 and the morpholinium salt derivative 2 were assigned unambiguous by single crystal X-ray diffraction analysis and compared with the 1,2-di(pyrrolidin-1-yl)ethane 3 and 1,2-di(piperidin-1-yl)ethane 4. The 1,2-dimorpholinoethane molecule has a center of symmetry at the midpoint of the C-C bond of the ethyl moiety leading to two equivalent halves. It crystallized in mono…
Synthesis of Enaminones-Based Benzo[d]imidazole Scaffold: Characterization and Molecular Insight Structure
(E)-1-(1H-Benzo[d]imidazol-2-yl)-3-(dimethylamino)prop-2-en-1-one 2 was synthesized by one-pot synthesis protocol of 2-acetyl benzo[d]imidazole with dimethylformamide dimethylacetal (DMF-DMA) in xylene at 140 °
Exploiting the Chiral Ligands of Bis(imidazolinyl)- and Bis(oxazolinyl)thiophenes : Synthesis and Application in Cu-Catalyzed Friedel–Crafts Asymmetric Alkylation
Five new C2-symmetric chiral ligands of 2,5-bis(imidazolinyl)thiophene (L1–L3) and 2,5-bis(oxazolinyl)thiophene (L4 and L5) were synthesized from thiophene-2,5-dicarboxylic acid (1) with enantiopure amino alcohols (4a–c) in excellent optical purity and chemical yield. The utility of these new chiral ligands for Friedel–Crafts asymmetric alkylation was explored. Subsequently, the optimized tridentate ligand L5 and Cu(OTf)2 catalyst (15 mol%) in toluene for 48 h promoted Friedel–Crafts asymmetric alkylation in moderate to good yields (up to 76%) and with good enantioselectivity (up to 81% ee). The bis(oxazolinyl)thiophene ligands were more potent than bis(imidazolinyl)thiophene analogues for …
CCDC 2039255: Experimental Crystal Structure Determination
Related Article: Abdullah Mohammed Al-Majid, Matti Haukka, Saied M. Soliman, Abdullah Saleh Alamary, Saeed Alshahrani, M. Ali, Mohammad Shahidul Islam, Assem Barakat|2021|Symmetry|13|20|doi:10.3390/sym13010020
CCDC 1999582: Experimental Crystal Structure Determination
Related Article: Saeed Alshahrani, Saied M. Soliman, Abdullah Saleh Alamary, Abdullah Mohammed Al-Majid, Matti Haukka, Sammer Yousuf, Assem Barakat|2020|Crystals|10|955|doi:10.3390/cryst10100955
CCDC 2022360: Experimental Crystal Structure Determination
Related Article: Abdullah Mohammed Al-Majid, Matti Haukka, Saied M. Soliman, Abdullah Saleh Alamary, Saeed Alshahrani, M. Ali, Mohammad Shahidul Islam, Assem Barakat|2021|Symmetry|13|20|doi:10.3390/sym13010020
CCDC 2032100: Experimental Crystal Structure Determination
Related Article: Saeed Alshahrani, Saied M. Soliman, Abdullah Saleh Alamary, Abdullah Mohammed Al-Majid, Matti Haukka, Sammer Yousuf, Assem Barakat|2020|Crystals|10|955|doi:10.3390/cryst10100955