Synthesis of 8-arylsulfoxyl/sulfonyl adenines Journal Article


Authors: Llauger, L.; He, H.; Chiosis, G.
Article Title: Synthesis of 8-arylsulfoxyl/sulfonyl adenines
Abstract: We report a method for the synthesis of 9-N-alkyl-8-arylsulfoxyl adenines and 9-N-alkyl-8-arylsulfonyl adenines. The approach starts with a tandem one-pot reaction that by using Mitsunobu conditions converts 8-arylsulfanyl adenines to the corresponding iminophosphorane protected 9-N-alkyl-8-arylsulfanyl adenines. These compounds were further subjected to selective OXONE ®/ alumina mediated oxidation followed by deprotection of the amine leading to the desired sulfoxides and sulfones. © 2004 Elsevier Ltd. All rights reserved.
Keywords: methodology; amine; oxidation; reaction analysis; chemical reaction; synthesis; deprotection reaction; aluminum; adenine derivative; sulfone derivative; article; 8-arylsufonyl adenines; 8-arylsufoxyl adenines; alumina supported oxone ®; phosphorane derivative; sulfoxide; mitsunobu reaction
Journal Title: Tetrahedron Letters
Volume: 45
Issue: 52
ISSN: 0040-4039
Publisher: Pergamon-Elsevier Science Ltd  
Date Published: 2004-12-20
Start Page: 9549
End Page: 9552
Language: English
DOI: 10.1016/j.tetlet.2004.11.009
PROVIDER: scopus
DOI/URL:
Notes: Tetrahedron Lett. -- Cited By (since 1996):6 -- Export Date: 16 June 2014 -- CODEN: TELEA -- Source: Scopus
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  1. Huazhong He
    10 He
  2. Gabriela Chiosis
    279 Chiosis