Electrophilic cyanations .1. Synthesis of thiocyanatoheteroarenes and tosylheteroarenes from mercaptoheteroarenes using p-toluenesulfonyl cyanide

被引:19
作者
Miyashita, A
Nagasaki, I
Kawano, A
Suzuki, Y
Iwamoto, K
Higashino, T
机构
[1] School of Pharmaceutical Sciences, University of Shizuoka, Shizuoka 422
关键词
D O I
10.3987/COM-97-7740
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Mercaptoheteroarenes (1) underwent electrophilic cyanation with p-toluenesulfonyl cyanide (TsCN) in THF in the presence of NaH to give the corresponding thiocyanatoheteroarenes (2) in moderate to good yields. In DMF, tosylheteroarenes (4) were formed by substitution with p-toluenesulfinate ion through thiocyanatoheteroarenes (2).
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页码:745 / 755
页数:11
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