Direct, palladium-catalyzed, multicomponent synthesis of β-lactams from imines, acid chloride, and carbon monoxide

Organic Letters

Volumn 8, Issue 18, 2006, Pages 3927-3930

  Dhawan, Rajiv ^a   Dghaym, Rania D ^a   St Cyr, Daniel J ^a   Arndtsen, Bruce A ^a  

^a MCGILL UNIVERSITY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

BETA LACTAM; CARBON MONOXIDE; CHLORIDE; IMINE; PALLADIUM;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; SYNTHESIS;

BETA-LACTAMS; CARBON MONOXIDE; CATALYSIS; CHLORIDES; IMINES; MOLECULAR STRUCTURE; PALLADIUM;

EID: 33748931448     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol061308j     Document Type: Article

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58. 3 in the N-acyliminium salt intermediate. The discussion of this process will be the subject of a future report.
59. COSY, HMQC, HMBC, and NOESY NMR experiments demonstrate that 1a exists as a single isomer with transoid phenyl units.
60. Control experiments show no β-lactam formation in the absence of a palladium catalyst.
61. 15b
62. 3 present shows no appreciable loss of 2 after heating to 55 °C for 24 h.
63. 3), CO, and PhCOCl provided a mixture of lactam products.