38
S. R. GONDI ET AL.
with a Mn content of 7%. Unless otherwise indicated, the compounds were obtained
commercially and used without further purification.
In a typical experimental procedure, the thiol compounds were treated with excess
NM7O coated clay, i.e., 1:2 molar ratio of thiol compounds and Mn (based on its content in
NM7O coated clay) in chloroform at room temperature or in toluene at 40◦C in the presence
of air for 2 h. After completion of the reaction, the NM7O coated clay was filtered, and
the filtrate was concentrated using a rotary evaporator under reduced pressure. Thin layer
chromatography was done on precoated silica gel 60f 254 (0.5 mm) glass plates. Column
chromatography was used to yield the pure disulfide.
REFERENCES
1. M. Bodanszky, Principles of Peptide Synthesis (Springer-Verlag, Berlin, 1984), Chapter 4.
2. K. Fuwa, W. E. C. Wacker, R. Druyan, A. F. Bartholomay, and B. L. Vallee, Proc. Natl. Acad.
Sci. (USA), 46, 1298 (1960).
3. (a) J. R. Johnson, W. F. Bruce, and J. D. Dutcher, J. Am. Chem. Soc., 65, 2005 (1943); (b) P. A.
Miller, K. P. Milstrey, and P. W. Trown, Science, 159, 431 (1968).
4. (a) A. P. Breen, J. A. Murphy, C. W. Patterson, and N. F. Woosfer, Tetrahedron, 49, 10643 (1993);
(b) P. Dubs and R. Stussi, Helv. Chim. Acta, 61, 2351 (1978); (c) J. F. Grunwell, D. L. Foerst,
and M. J. Sanders, J. Org. Chem., 42, 1142 (1977).
5. T. Sato, J. Otera, and H. Nozaki, Tetrahedron Lett., 31, 3595 (1990).
6. H. M. Meshram, Tetrahedron Lett., 34, 2521 (1993).
7. (a) A. McKillop and D. W. Young, Synthesis, 401 and 481 (1979); (b) P. Laszlo, Preparative
Chemistry Using Supported Reagent (Academic Press, San Diego, 1987), pp. 2, 4; (c) H. M.
Meshram, G. S. Reddy, and J. S. Yadav, Tetrahedron Lett., 38, 8891 (1997); (d) H. M. Meshram,
G. S. Reddy, D. Srinivas, and J. S. Yadav, Synth. Commun., 28, 2593 (1998); (e) J. S. Yadav, H.
M. Meshram, G. S. Reddy, and G. Sumithra, Tetrahedron Lett., 39, 3043 (1998).
8. (a) R. S. Varma and H. M. Meshram, Tetrahedron Lett., 38, 5247 (1997); (b) R. S. Varma, R. K.
Saini, and H. M. Meshram, Tetrahedron Lett., 38, 6525 (1997); (c) R. S. Varma, R. K. Saini, and
R. Dahiya, Tetrahedron Lett., 38, 7823 (1997); (d) R. S. Varma and R. Saini, Tetrahedron Lett.,
38, 2623 (1997); (e) E. E. Reid, Organic Chemistry of Bivalent Sulphur Compounds (Chemical
Publishing Co., Inc., New York, 1960), vol. III; (f) P. Laszlo and A. Camelis, Aldrichimica Acta,
21, 97 (1988).
9. R. K. Vempati and D. Y. Son, Solid Support Stabilized Mn(III) and Mn(VII) and Method of
Preparation, U.S. Patent No. 6,953,763 B2, (2006)
10. R. K. Vempati, G. Bhat, and R. W. Wagner, Proceedings of the INTC ‘06, Houston, TX, USA,
Sept. 25–28, 2006.
11. (a) A. Herrera, J. Org. Chem., 69, 4545 (2004); (b) M. Furukawa, Synthesis, 165 (1975).
12. (a) A. R. Hajipour, J. Sulfur Chem., 27, 441 (2006); (b) A. Christoforou, Tetrahedron Lett., 47,
9211 (2006).
13. (a) L. V. Saloutina, Russ. J. Org. Chem., 42, 1307 (2006); (b) W. E. Fristad, Synth. Commun., 15,
1 (1985).
14. (a) R. S. Sengar, New J. Chem., 27, 1115 (2003); (b) A. Nakahashi, J. Poly. Sci. Part A: Poly.
Chem., 45, 3580 (2007).
15. (a) D. Suresh Kumar, J. Org. Chem., 72, 2106 (2007); (b) H. Boerzel, Inorg. Chem., 42, 1604
(2003).
16. (a) A. K. Misra, Synth. Commun., 34, 1079 (2004); (b) S. A. Okecha, Chem. & Ind. (London,
United Kingdom), 19, 788 (1980); (c) E. M. Gordon, J. Med. Chem., 31, 2199 (1988).
17. (a) O. Higuchi, J. Agri. Food. Chem., 51, 7208 (2003); (b) F. E. Chen, Synth. Commun., 32, 3487
(2002).