N-alkylation of phthalimide, carboxamide, and sulfonamides by oxdation-reduction condensation using di-tert-butyl-1,4-benzoquinone and alkyl diphenylphosphinite

Chemistry Letters

Volumn 34, Issue 2, 2005, Pages 142-143

  Mukaiyama, Teruaki ^a,b   Aoki, Hidenori ^a,b  

^a KITASATO INSTITUTE   (Japan)

^b KITASATO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; BENZOQUINONE DERIVATIVE; PHOSPHINE DERIVATIVE; PHTHALIMIDE DERIVATIVE; SULFONAMIDE;

ALKYLATION; ANALYTIC METHOD; ARTICLE; CHEMICAL REACTION; OXIDATION REDUCTION REACTION; POLYMERIZATION; REACTION ANALYSIS;

EID: 17844397176     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2005.142     Document Type: Article

References (17)

1. a) T. Shintou, K. Fukumoto, and T. Mukaiyama, Bull. Chem. Soc. Jpn., 77, 1569 (2004).
2. b) T. Shintou, W. Kikuchi, and T. Mukaiyama, Bull. Chem. Soc. Jpn., 76, 1645 (2003).
3. c) T. Mukaiyama, T. Shintou, and K. Fukumoto, J. Am. Chem. Soc., 125, 10538 (2003).
4. T. Shintou and T. Mukaiyama, J. Am. Chem. Soc., 126, 7359 (2004).
5. T. Mukaiyama, K. Masutani, and Y. Hagiwara, Chem. Lett., 33, 1192 (2004).
6. T. Mukaiyama and K. Ikegai, Chem. Lett., 33, 1522 (2004).
7. O. Mitsunobu, Synthesis, 1981, 1.
8. a) M. L. Edwards, D. M. Stemerick, and J. R. McCarthy, Tetrahedron, 50, 5579 (1994).
9. b) I. Koppel, J. Koppel, F. Degerbeck, L. Grehn, and U. Ragnarsson, J. Org. Chem., 56, 7172 (1991).
10. a) Z. J. Jia, Synlett, 1999, 565.
11. b) M. A. Walker, J. Org. Chem., 60, 5352 (1995).
12. T. Tsunoda, F. Ozaki, and S. Ito, Tetrahedron Lett., 35, 5081 (1994).
13. S. Ito and T. Tsunoda, Pure Appl. Chem., 71, 1053 (1999).
14. A. Bombrun and G. Casi, Tetrahedron Lett., 43, 2187 (2002).
15. F. Zaragoza and H. Stephensen, J. Org. Chem., 66, 2518 (2001).
16. I. Koppel, J. Koppel, I. Leito, V. Pihl, L. Grehn, and U. Ragnarsson, J. Chem. Res., Synop., 1994, 212.
17. Preparation of various alkyl diphenylphosphinites: See Ref. 1 or 4.