Tetrahedron letters

Improved solubility and stability of trialkylammonium selenocarboxylate in organic solvents for efficient amidation with azides

P Surabhi, X Wu, L Hu

Index: Surabhi, Prathima; Wu, Xinghua; Hu, Longqin Tetrahedron Letters, 2006 , vol. 47, # 27 p. 4609 - 4613

Full Text: HTML

Citation Number: 10

Abstract

Trialkylammonium selenocarboxylate, formed in situ from the reaction of diacyl diselenide with piperidine in the presence of diisopropylethylamine, was found to react readily at room temperature with electron-deficient azides to form amides in excellent yields. The trialkylammonium selenocarboxylate salt formed has good solubility and stability in organic solvents. The enhanced stability allowed mild heating to improve the amidation yields with ...

Related Articles:

Practical syntheses of a CXCR3 antagonist

[Chan, Johann; Baucom, Kyle D.; Murry, Jerry A. Journal of the American Chemical Society, 2007 , vol. 129, # 46 p. 14106 - 14107]

Development of an Acyl Sulfonamide Anti-Proliferative Agent, LY573636· Na†

[Yates, Matthew H.; Kallman, Neil J.; Ley, Christopher P.; Wei, Jeffrey N. Organic Process Research and Development, 2009 , vol. 13, # 2 p. 255 - 262]

Iron (II)-catalyzed amidation of aldehydes with iminoiodinanes at room temperature and under microwave-assisted conditions

[Ton, Thi My Uyen; Tejo, Ciputra; Tania, Stefani; Chang, Joyce Wei Wei; Chan, Philip Wai Hong Journal of Organic Chemistry, 2011 , vol. 76, # 12 p. 4894 - 4904]

Synthesis, characterization, and antimicrobial evaluation of sulfonamides containing n-acyl moieties catalyzed by bismuth (III) salts under both solvent and solvent-free …

[Adibi, Hadi; Massah, Ahmad Reza; Majnooni, Mohammad Bagher; Shahidi, Sherita; Afshar, Maryam; Abiri, Ramin; Naghash, Hamid Javaherian Synthetic Communications, 2010 , vol. 40, # 18 p. 2753 - 2766]

Practical copper (I)-catalysed amidation of aldehydes

[Chang, Joyce Wei Wei; Ton, Thi My Uyen; Tania, Stefani; Taylor, Paul C.; Chan, Philip Wai Hong Chemical Communications, 2010 , vol. 46, # 6 p. 922 - 924]

More Articles...