Synthesis of 3,3,3-trifluoroprop-1-enyl compounds from some enolizable aldehydes

被引：7
|
作者：
Yamamoto, S
Sugimoto, H
Tamura, O
Mori, T
Matsuo, N
Ishibashi, H [1 ]
机构：
[1] Kanazawa Univ, Grad Sch Nat Sci & Technol, Div Pharmaceut Sci, Kanazawa, Ishikawa 9201192, Japan
[2] Sumitomo Chem Co Ltd, Agr Chem Res Lab, Hyogo 6658555, Japan
来源：
TETRAHEDRON | 2004年 / 60卷 / 40期
关键词：
3,3,3-trifluoroprop-1-enyl compounds; 2,2,2-trifluoroethyldiphenylphosphine oxide; enolizable aldehydes;
D O I：
10.1016/j.tet.2004.07.030
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
2,2,2-Trifluoroethyldiphenylphosphine oxide [Ph2P(O)CH2CF3] (2) is known to give no Homer reaction product with enolizable aldehydes. We found, however, that some enolizable aldehydes such as N-Boc-pyrrolidine-2-aldehyde (9) gave the expected 3,3,3trifluoroprop-1-enyl compounds by reaction with 2. The products could be further transformed to some 2,2,2-trifluoroethyl-substituted nitrogen-containing heterocycles by using radical cyclization or Heck reaction. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8919 / 8927
页数：9
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