Palladium-Catalyzed Carboxylation of Vinyl Triflates. Electrosynthesis of α, β-Unsaturated Carboxylic Acids

Synlett

Volumn 1997, Issue 6, 1997, Pages 719-721

  Jutand, Anny ^a   Négri, Serge ^a  

^a ECOLE NORMALE SUPÉRIEURE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0142143191     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-3241     Document Type: Article

References (29)

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2. Reviews: Stille, J. K. Angew. Chem. Int. Ed. Engl. 1986, 25, 508. Scott, W. J.; McMurry, J. E. Acc. Chem. Res. 1988, 21, 47. Ritter, K. Synthesis 1993, 735.
3. Reviews: Stille, J. K. Angew. Chem. Int. Ed. Engl. 1986, 25, 508. Scott, W. J.; McMurry, J. E. Acc. Chem. Res. 1988, 21, 47. Ritter, K. Synthesis 1993, 735.
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11. Krolski, M. E.; Renaldo, A. F.; Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1988, 53, 1170. Arcadi, A.; Cacchi, S.; Marinelli, F. Tetrahedron Lett. 1989, 30, 2581. Baker, S. T.; Roth, G. P.; Sapino, C. Synth. Commun. 1990, 20, 2185. Piers, E.; Friesen, R.; Keay, B. Tetrahedron 1991, 47, 4555. Ciattini, P. G.; Morera, E.; Ortar, G. Tetrahedron Lett. 1994, 35, 2405.
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21. Starting from compound 1a, a reduction peak was observed at around -2.70 V, in the absence of carbon dioxide. This reduction peak was assigned to the reduction of the conjugated diene 7, by comparison with an authentic sample. It disappeared in the presence of carbon dioxide, demonstrating that the carboxylation was actually more efficient than the dimerization (Table 1, entries 2 and 3).
22. 2.
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27. 17 electrocarboxylation of vinyl halides which has been reported in only one case, for β-bromostyrene.
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