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

页码：8919 / 8927

页数：9

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