Novel generation of selenoaldehydes through stannic chloride-induced unsymmetrical C-Se bond cleavage of bis(N,N-dimethylcarbamoylseleno)methanes

被引:4
作者
Shimada, K [1 ]
Gong, YL [1 ]
Nakamura, H [1 ]
Matsumoto, R [1 ]
Aoyagi, S [1 ]
Takikawa, Y [1 ]
机构
[1] Iwate Univ, Fac Engn, Dept Chem Engn, Morioka, Iwate 0208551, Japan
关键词
bis(N; N-dimethylcarbamoylseleno)methane; diselenoacetal; selenoaldehyde; beta-1,3,5-triselenane; acylselonium ion;
D O I
10.1016/j.tetlet.2005.03.153
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of a benzene or a CH2Cl2 solution of bis(N,N-dimethylcarbamoylseleno)methanes with SnCl4 afforded β-1,3,5-triselenanes, and the key intermediates, acylselonium ions and selenoaldehydes, were successfully trapped by using allyltrimethylsilane or 2,3-dimethyl-1,3-butadiene to obtain the allylation products or the cycloadducts, respectively. © 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3775 / 3778
页数:4
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