OALib Journal期刊
ISSN: 2333-9721
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SilylationofAlcoholsandPhenolswithHexamethyldisilazaneoverHighlyReusablePropylSulfonicAcidFunctionalizedNanostructuredSBA-15
DOI: 10.1016/S1872-2067(10)60300-2, PP. 1864-1868
Keywords: reusableheterogeneouscatalyst,solidsulfonicacid,SBA-15,protectinggroup,silylation,hexamethyldisilazane
Abstract:
?Variousalcoholsandphenolsweretrimethylsilylatedinexcellentyieldsusinghexamethyldisilazaneinthepresenceofcatalyticamountsofenvironmentallyfriendly,hydrophobic,highlythermalstable,andcompletelyheterogeneoussulfonicacidfunctionalizedmesostructuredSBA-15indichloromethaneatambienttemperature.Primary,bulkysecondary,tertiary,andphenolichydroxylfunctionalgroupsweretransformedtothecorrespondingtrimethylsilylethersinexcellentyields.Thesimpleexperimentalprocedurewasaccompaniedbyeasyrecoveryandthecatalystwasreusable(atleast18reactioncycles);theseareattractivefeaturesofthisprotocol.
References
[1] | eysoglu T, Mitscher L A. Tetrahedron Lett, 1981, 22: 1299
|
[2] | atano B, Toyota S, Toda F. Green Chem, 2001, 3: 140
|
[3] | ifiss A, Zecca M, Basato M. Green Chem, 2003, 5: 170
|
[4] | atahiki T, Matsuzaki M, Oriyama T. Green Chem, 2003, 5: 82
|
[5] | ideau F L, Henique J, Samuel E, Coradin T. Chem Commun, 2001: 1408
|
[6] | Huang X, Craita C, Awad L, Vogel P. Chem Commun, 2005: 1297
|
[7] | Ito H, Takagi K, Miyahara T, Sawamura M. Org Lett, 2005, 7: 3001
|
[8] | Iida A, Horii A, Misaki T, Tanabe Y. Synthesis, 2005: 2677
|
[9] | Shirini F, Zolfigol M A, Paktinat M. Synthesis, 2006: 4252
|
[10] | Kadam S T, Kim S S. J Organomet Chem, 2009, 694: 2562
|
[11] | Niknam K, Zolfigol M A, Chehardoli G, Dehghanian M. Chin J Catal, 2008, 29: 901
|
[12] | Olah G A, Iyer P S, Prakash G K S. Synthesis, 1986: 513
|
[13] | Corma A. Chem Rev, 1995, 95: 559
|
[14] | Herron N, Farneth W E. Adv Mater, 1996, 8: 959
|
[15] | Horton B. Nature, 1999, 400: 797
|
[16] | Zareyee D, Ghandali M S, Khalilzadeh M A. Catal Lett, 2011, 141: 1521
|
[17] | Margolese D, Melero J A, Christiansen S C, Chmelka B F, Stucky G D. Chem Mater, 2000, 12: 2448
|
[18] | reene T W, Wuts P G M. Protective Groups in Organic Syn-thesis. 2nd Ed. New York: Wiley, 1991
|
[19] | ocienski P J. In: Enders R, Noyori R, Trost B M eds. Protec-tive Groups. Thieme: Stuttgart, 1994
|
[20] | anger S H, Connell S, Wender I. J Org Chem, 1958, 23: 50
|
[21] | orita T, Okamoto Y, Sakurai H. Tetrahedron Lett, 1980, 21: 835
|
[22] | Bruynes C A, Jurriens T K. J Org Chem, 1982, 47: 3966
|
[23] | Gauttret P, El-Ghamarti S, Legrand A, Coutrier D, Rigo B. Synth Commun, 1996, 26: 707
|
[24] | Goldschmidt A G T. DE 2 758 884. 1978
|
[25] | Zhang Z H, Li T S, Yang F, Fu C G. Synth Commun, 1998, 28: 3105
|
[26] | Mojtahedi M M, Saidi M R, Bolourchian M, Heravi M M. Phosphorus Sulfur Silicon Relat Elem, 2002, 177: 289
|
[27] | Karimi B, Golshani B. J Org Chem, 2000, 65: 7228
|
[28] | Firouzabadi H, Iranpoor N, Amani K, Nowrouzi F. J Chem Soc, Perkin Trans I, 2002: 2601
|
[29] | Azizi N, Saidi M R. Organometallics, 2004, 23: 1457
|
[30] | Ghorbani-Vaghei R, Zolfigol M A, Chegeny M, Veisi H. Tetrahedron Lett, 2006, 47: 4505
|
[31] | Shuirakawa E, Hironaka K, Otsuka H, Hayashi T. Chem Commun, 2006: 3927
|
[32] | Reis P M, Royo B. Catal Commun, 2007, 8: 1057
|
[33] | Narsaiah A V. J Organomet Chem, 2007, 692: 3614
|
[34] | Ghorbani-Choghamarani A, Zolfigol M A, Hajjami M, Jafari S. J Chin Chem Soc, 2008, 55: 1208
|
[35] | Anastas P T, Kirchhooff M M. Acc Chem Res, 2002, 35: 686
|
[36] | Okuhara T. Chem Rev, 2002, 102: 3641
|
[37] | Zareyee D, Karimi B. Tetrahedron Lett, 2007, 48: 1277
|
[38] | Karimi B, Zareyee D. Org Lett, 2008, 10: 3989
|
[39] | Karimi B, Zareyee D. J Mater Chem, 2009, 19: 8665
|
[40] | Karimi B, Zareyee D. Tetrahedron Lett, 2005, 46: 4661
|
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