Hypervalent iodine reagents as a new entrance to organocatalysts

被引:710
作者
Dohi, Toshifumi [1 ]
Kita, Yasuyuki [1 ]
机构
[1] Ristumeikan Univ, Coll Pharmaceut Sci, Shiga, Japan
关键词
M-CHLOROPERBENZOIC ACID; IN-SITU GENERATION; TRANSITION-METAL-FREE; ELECTROLYTIC PARTIAL FLUORINATION; PHENOLIC COUPLING REACTION; ASYMMETRIC TOTAL SYNTHESES; N-ACYLNITRENIUM IONS; ONE-POT PREPARATION; 1ST TOTAL-SYNTHESIS; OXIDATIVE DEAROMATIZATION;
D O I
10.1039/b821747e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The catalytic utilization of hypervalent iodine reagents, largely in consideration of economical and environmental viewpoints, is a most attractive strategy due to their unique features as extremely useful oxidants, with mild, safe, and environmentally friendly characteristics. In addition to a system based on electrochemical reoxidation conditions, new reliable catalytic methods have emerged in recent years that can broaden the scope of the catalytic concept. For these contributions, a catalytic strategy is now available for performing many representative types of oxidative bond-forming reactions and alcohol oxidations mediated by hypervalent iodines, some of which even include key transformations for natural product synthesis. A suitable choice of terminal oxidants, e. g., m-chloroperbenzoic acid (mCPBA) or Oxone (R), for generation of active hypervalent iodine(III) or ( V) species from iodoarenes in situ, has led to recent rapid expansion in this field. This feature article highlights the historical background and the efforts made to realize the catalytic utilization of these reagents, especially with focus on iodine( III).
引用
收藏
页码:2073 / 2085
页数:13
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