New electrophilic difluoromethylating reagent

Organic Letters

Volumn 9, Issue 10, 2007, Pages 1863-1866

  Surya Prakash, G K ^a   Weber, Csaba ^a   Chacko, Sujith ^a   Olah, George A ^a  

^a UNIVERSITY OF SOUTHERN CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; BORIC ACID; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; FLUORINE; IMIDAZOLE DERIVATIVE; NITROIMIDAZOLE DERIVATIVE; PHOSPHINE; PHOSPHINE DERIVATIVE; SULFONE; SULFONIDAZOLE; SULFONIUM DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; ELECTRON; METHYLATION; SYNTHESIS;

AMINES; BORIC ACIDS; ELECTRONS; FLUORINE; IMIDAZOLES; INDICATORS AND REAGENTS; METHYLATION; MOLECULAR STRUCTURE; NITROIMIDAZOLES; PHOSPHINES; SULFONES; SULFONIUM COMPOUNDS;

EID: 34249299720     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol070195g     Document Type: Article

References (22)

1. (a) Li, Y.; Hu, J. Angew. Chem., Int. Ed. 2005, 44, 5882-5886.
2. (b) Filler, R.; Kobayashi, Y. Biomedical Aspects of Organofluorine Chemistry; Kodansha and Elsevier Biomedical: Amsterdam, Netherlands, 1983.
3. 2OH = 1.1 (CLOGP 4.2/SYBYL 7.3 Tripos In.: St. Louis, MO).
4. (a) Langlois, B. R.; Rhone-Poulenc, R. C.; Saint-Fosh, S. J. Fluorine Chem. 1988, 41, 247-261.
5. (b) Lee, H.; Kim, H. S.; Lee, W. K.; Kim, H. J. Fluorine Chem. 2001, 133-136.
6. Chen, Q.-Y.; Wu, S.-W. J. Org. Chem. 1989, 54, 3023-3027.
7. Mitsch, R. A.; Robertson, J. E. J. Heterocycl. Chem. 1965, 2, 152-156.
8. Kirsch, P. Modern Fluoroorganic Chemistry; Viley-VCH Verlag GMBH & Co KGaA: Weinheim, Germany, 2004; Chapter 2.3.
9. (a) Yagupol'skii, L. M.; Kondratenko, N. Y.; Timofeeva, G. N. Zh. Org. Khim. 1984, 20, 115-118.
10. (b) Umemoto, T.; Ishihara, S. J. Am. Chem. Soc. 1993, 115, 2156-2164.
11. (c) Umemoto, T.; Ishihara, S.; Adachi, K. J. Fluorine Chem. 1995, 74, 77-82.
12. (d) Umemoto, T.; Ishihara, S. J. Fluorine Chem. 1999, 98, 75-81.
13. (e) Umemoto, T.; Adachi, K. J. Org. Chem. 1994, 59, 5692-5699.
14. (f) Yang, J. J.; Kirchmeier, R. L.; Shreeve, J. M. J. Org. Chem. 1998, 63, 2656-2660.
15. (g) Ma, J.-A.; Cahard, D. J. Org. Chem. 2003, 68, 8726-8729.
16. Endel'man, E. S.; Danilenko, V. S.; Trinus, F. P.; Yufa, P. A.; Fadeicheva, A. G.; Muravov, I. I.; Fialkov, Y. A.; Yagupol'skii, L. M. Khim.-Farm. Zh. 1973, 7, 15-19.
17. Prakash, G. K. S.; Hu, J.; Wang, Y. Org. Lett. 2004, 6, 4315-4317.
18. Prakash, G. K. S.; Hu, J.; Mathew, T.; Olah, G. A. Angew. Chem., Int. Ed. 2003, 42, 5216-5219.
19. (a) Pasenok, S. V.; Kirij, N. V.; Yagupolskii, Y. L.; Naumann, D.; Tyrra, W.; Fitzner, A. Z. Anorg. Aug. Chem 1999, 625, 834-838.
20. (b) Pritzkow, H.; Klaus, R.; Reimann-Andersen, S.; Sundermeyer, W. Angew. Chem. 1990, 102, 80-81.
21. Koch, V. R.; Nanjundiah, C.; Carlin, R. T. Patent W09702252, 1995, CAN: 126:201666.
22. Kirij, N. V.; Pasenok, S. V.; Yagupolskii, Y. L.; Fitzner, A.; Tyrra, W.; Naumann, D. J. Fluorine Chem. 1999, 94, 207-212.