One-pot synthesis of indolizine via 1,3-dipolar cycloaddition using a sub-equivalent amount of K2Cr2O7 as an efficient oxidant under base free conditions

RSC Advances

Volumn 5, Issue 51, 2015, Pages 41255-41258

  Wang, Chao ^a   Hu, Huayou ^b   Xu, Juanfang ^a,b   Kan, Weiqiu ^b  

^a SOUTHWEST UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

^b HUAIYIN NORMAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CARBONYL COMPOUNDS; CHROMATES; OXIDANTS; SYNTHESIS (CHEMICAL);

1 ,3-DIPOLARCYCLOADDITION; BASE-FREE; ECONOMIC EFFICIENCY; ELECTRON-DEFICIENT; INDOLIZINES; ONE-POT METHOD; ONE-POT SYNTHESIS; POTASSIUM DICHROMATES;

POTASSIUM COMPOUNDS;

EID: 84929207020     PISSN: None     EISSN: 20462069     Source Type: Journal    
DOI: 10.1039/c5ra06019b     Document Type: Article

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68. Experimental procedure for synthesize indolizines: pyridine derivative (1, 0.21 mmol) and α-halide carbonyl compound (2, 0.20 mmol) in 0.20 mL of DMF were heated at 60 °C in a test tube with a stopper for 2 h to form 3 in situ. Then alkene (4, 0.30 mmol), potassium dichromate (0.15 mmol) and another 1.80 mL of DMF were added to the tube. Then the mixture was heated at 80 °C for another 8 h (the reaction course was monitored by TLC). Then the mixture was cooled to r.t., passed through a layer of silica gel and washed with ethyl acetate to remove the inorganic by-products. Then solvent was removed by reduce pressure. The residue was purified by flash chromatogram on silica gel using petroleum ether/ethyl acetate as eluate to give the corresponding indolizine.