Preparation of 8-(arylsulfanyl)adenines with diazonium salts under mild, aerobic conditions

被引：9

作者：

Biamonte, MA ^{[1
]}

Shi, JD ^{[1
]}

Hurst, D ^{[1
]}

Hong, K ^{[1
]}

Boehm, MF ^{[1
]}

Kasibhatla, SR ^{[1
]}

机构：

[1] Conforma Therapeut Corp, San Diego, CA 92121 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 02期

关键词：

D O I：

10.1021/jo048522a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

8-(Arylsulfanyl)adenines 11 were prepared in up to 75% yield by reacting the 8-thionoadenine 6 (acetic acid 3-(6-amino-8-thioxo-7,8-dihydropurin-9-yl)propyl ester) with benzenediazonium tetrafluoroborates in DMSO. Benzenediazonium ions carrying an electron-withdrawing substituent gave the highest yields. The reaction proceeded smoothly at room temperature without any base and could be performed under air atmosphere. The extremely mild conditions are compatible with a wide range of functional groups.

引用

页码：717 / 720

页数：4

共 25 条

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