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N-Tosylaziridine (CAS 3634-89-7)

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Alternate Names:
N-(p-Toluenesulfonyl)aziridine; N-(p-Tolylsulfonyl)aziridine
CAS Number:
3634-89-7
Purity:
≥98%
Molecular Weight:
197.25
Molecular Formula:
C9H11NO2S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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N-Tosylaziridine, also referred to as Tosylaziridine or Tosylaziridine-2-carboxylate, is an organosulfur compound widely employed in organic synthesis and biochemistry. This versatile compound serves as a valuable reagent in various synthetic methods, aiding in the creation of diverse compounds. Moreover, it acts as a catalyst in multiple reactions, including the synthesis of amines and peptides. N-Tosylaziridine finds extensive application in scientific research and is utilized for the synthesis.


N-Tosylaziridine (CAS 3634-89-7) References

  1. New class of nucleophiles for palladium-catalyzed asymmetric allylic alkylation. Total synthesis of agelastatin A.  |  Trost, BM. and Dong, G. 2006. J Am Chem Soc. 128: 6054-5. PMID: 16669672
  2. Aziridine termination of living anionic polymerization.  |  Thomi, L. and Wurm, FR. 2014. Macromol Rapid Commun. 35: 585-9. PMID: 24497197
  3. Switching of regioselectivity in base-mediated diastereoselective annulation of 2,3-epoxy tosylates and their N-tosylaziridine analogs with 2-mercaptobenzimidazole.  |  Das, AJ., et al. 2020. Org Biomol Chem. 18: 441-449. PMID: 31894811
  4. Iron- and manganese-porphyrin catalysed aziridination of alkenes by tosyl- and acyl-iminoiodobenzene  |  Daniel Mansuy, Jean-Pierre Mahy, Annie Dureault, Gustave Bedi and Pierrette Battioni. 1984,. J. Chem. Soc., Chem. Commun.,. Issue 17, 1984: 1161-1163.
  5. Facile Synthesis of 3-Benzylidene-5-aryl-3H-furan-2-ones Starting from the Baylis-Hillman Adducts  |  Chang Gon Lee, Ka Young Lee, Seong Jin Kim, and Jae Nyoung Kim*. 2007,. Bull. Korean Chem. Soc. 2007, Vol. 28, No. 5 719. Vol. 28, No. 5: 719.
  6. Aqueous ring opening of N-tosylaziridine with aniline derivatives  |  M Zhu, B Moasser - Tetrahedron Letters, 2012 - Elsevier. 2 May 2012,. Tetrahedron Letters.,Volume 53, Issue 18: Pages 2288-2291.
  7. Lewis acid-catalyzed [3+3] cycloadditions of donor‒acceptor aziridines with N,N-dialkyl-3-vinylanilines via carbon-carbon bond cleavage  |  SG Lee, SG Kim - Tetrahedron, 2018 - Elsevier. 5 July 2018,. Tetrahedron. Volume 74, Issue 27,: Pages 3671-3678.
  8. Regioselective synthesis of 1-arylnaphthalenes from N-tosylaziridine derivatives  |  KY Lee, SC Kim, JN Kim - Tetrahedron letters, 2006 - Elsevier. 6 February 2006,. Tetrahedron Letters. Volume 47, Issue 6,: Pages 977-980.
  9. N-Tosylaziridine, a new substrate for chemical fixation of carbon dioxide via ring expansion reaction under atmospheric pressure  |  A Sudo, Y Morioka, F Sanda, T Endo - Tetrahedron letters, 2004 - Elsevier. 9 February 2004,. Tetrahedron Letters. Volume 45, Issue 7,: Pages 1363-1365.
  10. Lewis acid-catalyzed Friedel-Crafts/Michael cascade reaction of N,N-dialkyl-3-vinylanilines with N-tosylaziridines for the stereoselective synthesis of highly functionalized tetrahydroisoquinolines  |  SG Lee, S Sin, S Kim, SG Kim - Tetrahedron Letters, 2018 - Elsevier. 11 April 2018,. Tetrahedron Letters. Volume 59, Issue 15,: Pages 1480-1483.
  11. Expeditious synthesis of 3-arylidenelactams and 3-arylidenelactones from N-tosylaziridine derivatives  |  KY Lee, HS Lee, JN Kim - Tetrahedron letters, 2007 - Elsevier. 12 March 2007,. Tetrahedron Letters. Volume 48, Issue 11:, Pages 2007-2011.
  12. A general method for deprotection of N-toluenesulfonyl aziridines using sodium naphthalenide  |  SC Bergmeier, PP Seth - Tetrahedron letters, 1999 - Elsevier. 20 August 1999,. Tetrahedron Letters. Volume 40, Issue 34,: Pages 6181-6184.
  13. Yb(CN)3-catalyzed reaction of aziridines with cyanotrimethylsilane. A facile synthesis of optically pure β-amino nitriles  |  S Matsubara, T Kodama, K Utimoto - Tetrahedron letters, 1990 - Elsevier. Issue 44, 1990,. Tetrahedron Letters. Volume 31,: Pages 6379-6380.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

N-Tosylaziridine, 1 g

sc-236098
1 g
$78.00