Pentafluorophenylammonium triflate (PFPAT): An efficient, practical, and cost-effective catalyst for esterification, thioesterification, transesterification, and macrolactone formation

Green Chemistry

Volumn 8, Issue 12, 2006, Pages 1022-1027

  Funatomi, Takashi ^a   Wakasugi, Kazunori ^a   Misaki, Tomonori ^a   Tanabe, Yoo ^a  

^a KWANSEI GAKUIN UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33751359795     PISSN: 14639262     EISSN: 14639270     Source Type: Journal    
DOI: 10.1039/b609181b     Document Type: Article

References (27)

1. G. Benz, in Comprehensive Organic Synthesis, ed. B. M. Trost, I. Fleming, Pergamon, Oxford, 1991, vol. 6, p. 323.
2. A. S. Franklin J. Chem. Soc., Perkin Trans. 1 1998 2451.
3. A. S. Franklin J. Chem. Soc., Perkin Trans. 1 1999 3537.
4. J. Otera, Esterification Methods, Reactions and applications, Wiley-VCH, Weinheim, Germany, 2003.
5. J. Otera N. Dan-oh H. Nozaki J. Org. Chem. 1991 56 5307.
6. I. Shiina T. Mukaiyama S. Miyoshi M. Miyashita Chem. Lett. 1994 515.
7. T. Mukaiyama I. Shiina Chem. Lett. 1995 141.
8. K. Ishihara M. Kubota H. Kurihara H. Yamamoto J. Org. Chem. 1996 61 4560.
9. K. Ishihara S. Ohara H. Yamamoto Science 2000 290 1140.
10. Y. Tanabe T. Misaki A. Iida Y. Nishii J. Synth. Org. Chem., Jpn. 2004 62 1248.
11. K. Wakasugi A. Iida T. Misaki Y. Nishii Y. Tanabe Adv. Synth. Catal. 2003 345 1209.
12. J. Morita H. Nakatsuji T. Misaki Y. Tanabe Green Chem. 2005 7 711 and other recent references cited therein.
13. H. Nakatsuji J. Morita T. Misaki Y. Tanabe Adv. Synth. Catal. 2006 348 in press.
14. K. Wakasugi T. Misaki K. Yamada Y. Tanabe Tetrahedron Lett. 2000 41 5249.
15. K. Ishihara S. Nakagawa A. Sakakura J. Am. Chem. Soc. 2005 127 4168.
16. A. Sakakura S. Nakagawa K. Ishihara Tetrahedron 2006 62 422.
17. 2NH, total efficiency of reactivity vs. cost of PFPAT is superior to DPAT.
18. 2), calculated by SciFinder Scholar®. Calculated by Advanced Chemistry Development (ACD/Labs) Software V8.14 for Solaris (©1994–2006 ACD/Labs).
19. S. Iimura K. Manabe S. Kobayashi Chem. Commun. 2002 94.
20. J. Otera Chem. Rev. 1993 93 1449.
21. B. S. Balaji M. Sasidharan R. Kumar B. Chanada Chem. Commun. 1996 707.
22. K. Ramalinga P. Vijayalakshmi T. N. B. Kaimal Tetrahedron Lett. 2002 43 879.
23. X. Hao A. Yoshida J. Nishikido Tetrahedron Lett. 2004 45 781.
24. J. Otera T. Yano Y. Himeno H. Nozaki Tetrahedron Lett. 1986 27 4501.
25. T. Tatsumi H. Sakashita K. Asano J. Chem. Soc., Chem. Commun. 1993 1264.
26. T. Ookoshi M. Onaka Tetrahedron Lett. 1998 39 293.
27. I. Shiina T. Mukaiyama Chem. Lett. 1994 677.