An efficient green MCR protocol for the stereoselective synthesis of β-acetamido ketones catalyzed by Selectfluor™

Tetrahedron Letters

Volumn 50, Issue 34, 2009, Pages 4838-4843

  Shinu, V S ^a   Sheeja, B ^b   Purushothaman, E ^a   Bahulayan, D ^a  

^a UNIVERSITY OF CALICUT   (India)

^b NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

Author keywords

Acetamido ketone; Multi component reaction; Selectfluor ; Stereoselectivity

Indexed keywords

KETONE DERIVATIVE; SELECTFLUOR; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; ONE POT SYNTHESIS; ROOM TEMPERATURE; SYNTHESIS;

EID: 67649856627     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.06.022     Document Type: Article

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48. -1; MS m/z 266 (M+1-Br), 207, 184, 146, 105, 77, 43.
49. The spectral data for the compounds 1a, 1c-e, and 2f-l are reported previously, see Ref. 8a. The values are well in agreement with the same obtained by the synthesis of these compounds following the new procedure.
50. -1; MS m/z 248 (M+1), 204, 170, 154, 148, 136, 106.
51. 8a. The values are well in agreement with the same obtained by the synthesis of these compounds following the new procedure.
52. -1.
53. The mixture obtained from the reactions using aliphatic aldehydes upon aqueous work-up followed by silica gel chromatography afforded the starting aldehydes and ketones. The aqueous work-up of the mixture obtained from the reaction of α-methylcinnamaldehyde with 4-nitroacetophenone afforded a product with m/z 222.2 which corresponds to the addition of acetyl chloride to the aldehyde.
54. -1.