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Synthesis of 8-arylsulfoxyl/sulfonyl adenines |
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| Authors: | Laura Llauger Huazhong He Gabriela Chiosis |
| Affiliation: | aDepartment of Medicine and Program in Molecular Pharmacology and Chemistry, Memorial Sloan-Kettering Cancer Center, New York, NY 10021, USA |
| 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. |
| Keywords: | Oxidation Alumina supported OXONE® 8-Arylsufoxyl adenines 8-Arylsufonyl adenines |
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