Electrocatalytic reactions: anion radical cyclobutanation reactions and electrogenerated base reactions

Tetrahedron Letters

Volumn 49, Issue 5, 2008, Pages 884-887

  Felton, Greg A N ^a  

^a PRINCETON UNIVERSITY   (United States)

Author keywords

Cyanomethylation; Cyclobutanation; Electrocatalysis; Electrogenerated base; Phenyl vinyl sulfone

Indexed keywords

ANION; KETONE DERIVATIVE; PROPENYL KETONE DERIVATIVE; SULFONE DERIVATIVE; UNCLASSIFIED DRUG; VINYL KETONE DERIVATIVE; VINYL SULFONE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; ELECTROCHEMISTRY; METHYLATION; QUANTITATIVE ANALYSIS;

EID: 37649024426     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.11.171     Document Type: Article

References (23)

1. Bauld N.L. Tetrahedron 45 (1989) 5307-5363
2. Bauld N.L. In: Balzani V. (Ed). Electron Transfer in Chemistry Vol. 2 (2001), Wiley-VCH 133-205
3. Delaunay J., Mabon G., Orliac A., and Simonet J. Tetrahedron Lett. 31 (1990) 667-668
4. Jannsen R., Motevalli M., and Utley J.H.P. J. Chem. Soc., Chem. Commun. (1998) 539-540
5. Roh Y., Jang H.-Y., Lynch V., Bauld N.L., and Krische M.J. Org. Lett. 4 (2002) 611-613
6. Yang J., Felton G.A.N., Bauld N.L., and Krische M.J. J. Am. Chem. Soc. 126 (2004) 1634-1635
7. Felton G.A.N., and Bauld N.L. Tetrahedron 60 (2004) 10999-11010
8. Felton G.A.N., and Bauld N.L. Tetrahedron Lett. 46 (2004) 8465-8469
9. Fry A.J., Little R.D., and Leonetti J. J. Org. Chem. 59 (1994) 5017-5026
10. Little R.D. Chem. Rev. 96 (1996) 108-114
11. Utley J.H.P., and Nielsen M.F. In: Lund H., and Hammerich O. (Eds). Organic Electrochemistry. 4th ed. (2001), Marcel Dekker 795-882
12. Bergamini J.F., Delaunay J., Hapiot P., Hillebrand M., Lagrost C., Simonet J., and Volanschi E. J. Electroanal. Chem. 569 (2004) 175-184
13. Abbot E.M., Bellamy A.J., and Kerr J.B. Chem. Ind. (London) (1974) 828
14. Abbot E.M., Bellamy A.J., Kerr J.B., and MacKirdy I.S. J. Chem. Soc., Perkin Trans. 2 (1982) 425-430
15. Rossi L., Feroci M., and Inesi A. Mini-Rev. Org. Chem. 2 (2005) 79-90
16. Crystallographic support for the known E-1,2-diphenylsulfonecyclobutane product is provided in the Supplementary data. Similar electrocatalysis values and yields, to those published, are obtained.
17. -1, see:. Hamman C.H., Hamnett A., and Vielstich W. Electrochemistry (1998), Wiley-VCH, Weinheim pp 7-9
18. Delaunay J., Mabon G., Orliac A., and Simonet J. Tetrahedron Lett. 36 (1995) 2083-2084
19. Delaunay J., Mabon G., Orliac A., and Simonet J. J. Electrochem. Photochem. (1997) 269-273
20. Felton G.A.N., and Bauld N.L. Tetrahedron Lett. 45 (2004) 4841-4845
21. Felton G.A.N., and Bauld N.L. Tetrahedron 61 (2004) 3515-3523
22. Truce W.E., Bannister W.W., and Knopse R.H. J. Org. Chem. 27 (1962) 2821-2828
23. Lynn J.W., Roberts R.L., and Kilsheimer J.R. J. Org. Chem. 26 (1961) 4300-4303