Copper-catalyzed direct thiolation of xanthines and related heterocycles with disulfides

被引:38
作者
He, Zuying [1 ]
Luo, Fang [1 ]
Li, Yinglong [1 ]
Zhu, Gangguo [1 ]
机构
[1] Zhejiang Normal Univ, Dept Chem, Jinhua 321004, Peoples R China
基金
中国国家自然科学基金;
关键词
Xanthines; Thiolation; Copper; Disulfides; C-H BOND; ARYLSULFONYL CHLORIDES; RECEPTOR ANTAGONISTS; DIRECT ARYLATIONS; HETEROARENES; THIOLS; AZOLES; DERIVATIVES; INHIBITORS; AFFINITY;
D O I
10.1016/j.tetlet.2013.08.097
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel copper-catalyzed, base-free direct thiolation of xanthines and related heterocycles is described, featuring the use of inexpensive Cu(OAc)(2)center dot H2O as the catalyst, O-2 as a clean and cheap oxidant, and easyto-handle disulfides as the thiolation reagents. It works well for both aryl and alkyl disulfides. Moreover, the resultant products can be converted into 8-(hetero)aryl- or alkenyl-substituted xanthines in good yields via the Liebeskind-Srogl coupling reaction. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5907 / 5910
页数:4
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