Highly efficient one-pot synthesis of primary amides catalyzed by scandium(III) triflate under controlled MW

Tetrahedron Letters

Volumn 52, Issue 44, 2011, Pages 5851-5854

  Allam, Bharat Kumar ^a   Singh, Krishna Nand ^a  

^a BANARAS HINDU UNIVERSITY   (India)

Author keywords

Aldehyde; Amide; Microwave; One pot synthesis

Indexed keywords

ALDEHYDE DERIVATIVE; AMIDE; SCANDIUM;

ARTICLE; CATALYST; CHEMICAL REACTION; MICROWAVE RADIATION; ONE POT SYNTHESIS; REACTION TIME;

EID: 80055022325     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.08.150     Document Type: Article

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44. General MW procedure: A mixture of Sc(OTf)3 (10 mol %, 49 mg), aldehyde (1 mmol), NH2OH-HCl (1 mmol, 69 mg) and Na2CO3 (1 mmol) was placed in a safe pressure regulation 10 mL pressurized vial containing H2O (1 mL). The vial was sealed with a 'snap-on' cap and irradiated in a single-mode CEM Discover Bench Mate microwave reactor at 300W and 135 °C for 15-35 min. After the reaction was complete (periodic TLC monitoring), the mixture was allowed to cool to room temperature and was extracted with EtOAc (3 × 10 mL). The combined organic phase was dried over Na2SO4, filtered and the solvent was removed under vacuum. The leftover residue was purified by column chromatography on silica gel (EtOAc/hexane 3:7 as eluent) and then characterized based on their physical and spectral data.