Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
Synthesis 2006(16): 2767-2771
DOI: 10.1055/s-2006-942474
DOI: 10.1055/s-2006-942474
PAPER
© Georg Thieme Verlag Stuttgart · New York
Perchloric Acid Adsorbed on Silica Gel (HClO4-SiO2) as an Extremely Efficient and Reusable Catalyst for 1,3-Dithiolane/Dithiane Formation
Further Information
Received
28 March 2006
Publication Date:
04 July 2006 (online)
Publication History
Publication Date:
04 July 2006 (online)
![](https://www.thieme-connect.de/media/synthesis/200616/lookinside/thumbnails/10.1055-s-2006-942474-1.jpg)
Abstract
Perchloric acid adsorbed on silica gel (HClO4-SiO2) has been found to be an extremely efficient and reusable catalyst for 1,3-dithiolane and 1,3-dithiane formation under solvent-free conditions at room temperature.
Keywords
HClO4-SiO2 - catalyst - dithiolanes - dithianes - solvent-free
- 1
Greene TW.Wuts PGM. Protective Groups in Organic Synthesis 3rd ed.: John Wiley and Sons; New York: 1999. p.329 - 2
Seebach D. Angew. Chem. Int. Ed. 1979, 18: 239 -
3a
Pettit GR.van Tamelen EE. Org. React. (N. Y.) 1962, 12: 356 -
3b
Caubère P.Coutrot P. Comprehensive Organic Synthesis Vol. 8:Trost BM.Fleming I. Pergamon Press; Oxford: 1991. p.835 - 4
Breit B. Angew. Chem. Int. Ed. 1998, 37: 453 - 5
Ram VJ.Goel A.Kandpal M.Mittal N.Goyal N.Tekwani BL.Guru PY.Rastogi AK. Bioorg. Med. Chem. Lett. 1997, 7: 651 - 6
Nguyen-Ba N.Brown WL.Chan L.Lee N.Brasili L.Lafleur D.Zacharie B. Chem. Commun. 1999, 1245 - 7
Hussaini IM.Zhang YH.Lysiak JJ.Shen TY. Acta Pharmacol. Sin. 2000, 21: 897 - 8
Taroua M.Ribuot C.Péra MH.Taillandier G.Fatome M.Laval JD.Demenge P.Leclerc G. Eur. J. Med. Chem. 1996, 31: 589 - 9
Taroua M.Péra MH.Taillandier G.Fatome M.Laval JD.Leclerc G. Eur. J. Med. Chem. 1994, 29: 621 - 10
Ashizawa T.Kawashima K.Kanda Y.Gomi K.Okabe M.Ueda K.Tamaoki T. Anticancer Drugs 1999, 10: 829 - 11
Ram VJ.Haque N.Singh SK.Nath M.Shoeb A.Tripathi SC.Patnaik GK. Bioorg. Med. Chem. Lett. 1994, 4: 1453 - 12
Tanaka T.Hashimoto T.Iino K.Sugimura Y.Miyadera T. Tetrahedron Lett. 1982, 23: 1075 - 13
Zenner JM.Lee RE.Malatesta V. Polym. Degrad. Stab. 2000, 67: 553 -
14a LiBF4:
Yadav JS.Reddy BVS.Pandey SK. Synlett 2001, 238 -
14b NiCl2:
Khan AT.Mondal E.Sahu PR.Islam S. Tetrahedron Lett. 2003, 44: 919 -
14c Bi(NO3)3:
Srivastava N.Dasgupta SK.Banik BK. Tetrahedron Lett. 2003, 44: 1191 -
14d MoO2(acac)2:
Rana KK.Guin C.Jana S.Roy SC. Tetrahedron Lett. 2003, 44: 8597 -
14e Y(OTf)3:
De S K. Tetrahedron Lett. 2004, 45: 2339 -
14f Cu(BF4)2·xH2O:
Besra RC.Rudrawar S.Chakraborti AK. Tetrahedron Lett. 2005, 46: 6213 ; and references therein - 15
Pério B.Hamelin J. Green Chem. 2000, 2: 252 -
16a
Tamami B.Borujeny KP. Synth. Commun. 2003, 33: 4253 -
16b
Aoyama T.Takido T.Kodomari M. Synlett 2004, 2307 - 17
Anastas P. T.Warner J. C. Green Chemistry: Theory and Practice Oxford Science Publications; Oxford: 1998. - 18
Tundo P.Anastas P.Black DS.Breen J.Collins T.Memoli S.Miyamoto J.Polyakoff M.Tumas W. Pure Appl. Chem. 2000, 72: 1207 -
19a
Clark JH.Macquarrie DJ. Chem. Soc. Rev. 1996, 303 -
19b
Wilson K.Clark JH. Pure Appl. Chem. 2000, 72: 1313 -
19c
Clark JH. Pure Appl. Chem. 2001, 73: 103 -
19d
Chakraborti AK.Gulhane R. Tetrahedron Lett. 2003, 44: 3521 -
19e
Chakraborti AK.Gulhane R. Chem. Commun. 2003, 1896 - 20
Gandini A. Adv. Polym. Sci. 1977, 25: 47 -
21a
Garg SK.Kumar R.Chakraborti AK. Tetrahedron Lett. 2005, 46: 1721 -
21b
Garg SK.Kumar R.Chakraborti AK. Synlett 2005, 1370 -
22a
Garrett RL. In Designing Safer Chemicals. American Chemical Society Symposium Series 640Garrett RL.De Vito SC. American Chemical Society; Washington D.C.: 1996. Chap. 1. -
22b
Cave GWV.Raston CL.Scott JL. Chem. Commun. 2001, 2159 -
22c
Tanaka K. Solvent-free Organic Synthesis Wiley-VCH; Weinheim: 2003.