Development of a Metal-Free Oxidation of Alcohols with Dimethyl Sulfoxide (DMSO) Activated by Tosyl Chloride

REFERENCES

• (a) Sheldon , R. A. ; Kochi , J. K. Metal-Catalyzed Oxidations of Organic Compounds ; Academic Press : New York , 1984 ; (b) Ley , S. V. ; Madin , A. Comprehensive Organic Synthesis ; B. M. Trost , I. Fleming , and S. V. Ley (Eds.); Pergamon Press : Oxford , 1991 ; vol. 7 ; (c) Tojo , G. ; Fernandez , M. Oxidation of Alcohols to Aldehydes and Ketones ; G. Tojo (Ed.); Springer : New York , 2006 .
   Google Scholar
• Lapert , M. F. ; Laurence , B. M. ; Severn , J. R. Chem. Rev. 2002 , 102 , 3031 – 3065 .
   PubMed Web of Science ®Google Scholar
• (a) Mallat , T. ; Baiker , A. Chem. Rev. 2004 , 104 , 3037 – 3058 ; (b) Davis , S. E. ; Ide , M. S. ; Davis , R. J. Green Chem. 2013 , 15 , 17 – 45 ; (c) Zhang , H. ; Fu , L. Synth. Commun. 2014 , 44 , 610 – 619 .
   PubMed Web of Science ®Google Scholar
• (a) Dess , D. S. ; Martin , J. C. J. Org. Chem. 1983 , 48 , 4155 – 4156 ; (b) Dess , D. S. ; Martin , J. C. J. Am. Chem. Soc. 1991 , 113 , 7277 – 7287 ; (c) Meyer , S. D. ; Schreiber , S. L. J. Org. Chem. 1994 , 59 , 7549 – 7552 ; (d) Boeckman Jr. , R. K. ; Shao , P. ; Mullins , J. J. Org. Synth. Coll. 2004 , 10 , 696 – 701 .
   Web of Science ®Google Scholar
• (a) Mossman , A. B. U. S. Patent 4611084, 1986; CAN 105:193360; (b) De Munari , S. ; Frigerio , M. ; Santagostino , M. J. Org. Chem. 1996 , 61 , 9272 – 9279 ; (c) Nicolaou , K. C. ; Baran , P. S. ; Zhong , Y. J. Am. Chem. Soc. 2001 , 123 , 3183 – 3185 ; (d) Kuhakarn , C. ; Kittigowittana , K. ; Ghabkham , P. ; Pohmakotr , M. ; Reutrakul , V. Synth. Commun. 2006 , 36 , 2887 – 2892 .
   Web of Science ®Google Scholar
• Seth , S. ; Jhulki , S. ; Moorthy , J. N. Eur. J. Org. Chem. 2013 , 2445 – 2452 .
   Web of Science ®Google Scholar
• (a) Snyder , C. D. ; Rapoport , H. J. Am. Chem. Soc. 1972 , 94 , 227 – 231 ; (b) Griffith , W. P. ; Ley , S. V. ; Whitcombe , G. P. ; White , A. D. J. Chem. Soc., Chem. Commun. 1987 , 1625 – 1627 ; (c) Griffith , W. P. ; Ley , S. V. Aldrichim. Acta 1990 , 23 , 13 – 19 ; (d) Ley , S. V. ; Norman , J. ; Griffith , W. P. ; Marsden , S. P. Synthesis 1994 , 639 – 666 .
   Web of Science ®Google Scholar
• (a) Anelli , P. L. ; Biffi , C. ; Montanari , F. ; Quici , S. J. Org. Chem. 1987 , 52 , 2559 – 2562 ; (b) Anelli , P. L. ; Biffi , C. ; Montanari , F. ; Quici , S. J. Org. Chem. 1989 , 54 , 2970 – 2972 ; (c) Siedlecka , R. ; Skarzewski , J. ; Mlochowski , J. Tetrahedron Lett. 1990 , 31 , 2177 – 2180 ; (d) Leanna , M. R. ; Sowin , T. J. ; Morton , H. E. Tetrahedron Lett. 1992 , 33 , 5029 – 5032 ; (e) Zhu , C. ; Wei , Y. ; Ji , L. Synth. Commun. 2010 , 40 , 2057 – 2066 ; (f) Prebil , R. ; Stavber , G. ; Stavber , S. Eur. J. Org. Chem. 2014 , 395 – 402 .
   Web of Science ®Google Scholar
• Matsuo , J. ; Iida , D. ; Yamanakaa , H. ; Mukaiyama , T. Tetrahedron 2003 , 59 , 6739 – 6750 .
   Web of Science ®Google Scholar
• (a) Epstein , W. W. ; Sweat , F. W. Chem. Rev. 1967 , 67 , 247 – 259 ; (b) Tidwell , T. T. Synthesis 1990 , 857 – 870 .
   Web of Science ®Google Scholar
• Pfitzner , K. E. ; Moffatt , J. G. J. Am. Chem. Soc. 1963 , 85 , 3027 – 3028 ; (b) Pfitzner , K. E. ; Moffatt , J. G. J. Am. Chem. Soc. 1965 , 87 , 5661 – 5670 ; (c) Pfitzner , K. E. ; Moffatt , J. G. J. Am. Chem. Soc. 1965 , 87 , 5670 – 5678 .
   Web of Science ®Google Scholar
• Torasell , K. Tetrahedron Lett. 1966 , 7 , 4445 – 4451 .
   Google Scholar
• (a) Albright , J. D. ; Goldman , L. J. Am. Chem. Soc. 1965 , 87 , 4214 – 4216 ; (b) Albright , J. D. ; Goldman , L. J. Org. Chem. 1965 , 30 1107 – 1110 .
   Web of Science ®Google Scholar
• Onodera , K. ; Hirano , S. ; Kashimura , N. J. Am. Chem. Soc. 1965 , 87 , 4651 – 4652 .
   Web of Science ®Google Scholar
• Parikh , J. R. ; Doering , W. E. J. Am. Chem. Soc. 1967 , 89 , 5505 – 5507 .
   Web of Science ®Google Scholar
• (a) Omura , K. ; Sharma , A. K. ; Swern , D. J. Org. Chem. 1976 , 41 , 957 – 962 ; (b) Huang , S. L. ; Omura , K. ; Swern , D. J. Org. Chem. 1976 , 41 , 3329 – 3331 .
   Web of Science ®Google Scholar
• Mancuso , A. J. ; Huang , S.-L. ; Swern , D. J. Org. Chem. 1978 , 43 , 2480 – 2482 .
   Web of Science ®Google Scholar
• Omura , K. ; Swern , D. Tetrahedron 1978 , 34 , 1651 – 1660 .
   Web of Science ®Google Scholar
• Li , C. ; Xu , Y. ; Lu , M. ; Zhao , Z. ; Liu , L. ; Zhao , Z. ; Cui , Y. ; Zheng , P. ; Ji , X. ; Gao , G. Synlett 2002 , 2041 – 2042 .
   Web of Science ®Google Scholar
• Bayryamov , S. Sci. Works Univ. Ruse. 2010 , 49 , 20 – 26 .
   Google Scholar
• Firouzabadi , H. ; Hassani , H. ; Hazarkhani , H. Phosphorus, Sulfur Silicon Relat. Elem. 2003 , 178 , 149 – 153 .
   Web of Science ®Google Scholar
• Albright , J. D. J. Org. Chem. 1974, 39, 1977–1979; (b) Albright , J. D. U. S. Patent 3901896, 1975.
   Web of Science ®Google Scholar
• Greene , T. W. ; Wuts , P. G. M. Protective Groups in Organic Synthesis , 3rd ed. ; Wiley : New York , 1999 .
   Google Scholar
• (a) Kornblum , N. ; Jones , W. J. ; Anderson , G. J. J. Am. Chem. Soc. 1959 , 81 , 4113 – 4114 ; (b) Nace , H. ; Monagle , J. J. Org. Chem. 1959 , 24 , 1792 – 1793 .
   Web of Science ®Google Scholar
• Tipson , R. S. J. Org. Chem. 1944 , 9 , 235 – 241 .
   Google Scholar
• (a) Aldrich Catalog Handbook of Fine Chemicals 1996–1997; Aldrich Chemical Co.: Milwaukee, WI, 1996; (b) Beilstein , F. K. Beilstein Handbuch der Organischen Chemie , Vol. 19, IV , Springer : Berlin , 1972 .
   Google Scholar
• Color versions of one or more of the figures in the article can be found online at www.tandfonline.com/lsyc.
   Google Scholar