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 |