Light-Induced Ruthenium-Catalyzed Nitrene Transfer Reactions: A Photochemical Approach towards N-Acyl Sulfimides and Sulfoximines

被引：218
作者：
Bizet, Vincent [1 ]
Buglioni, Laura [1 ]
Bolm, Carsten [1 ]
机构：
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 22期
关键词：
homogeneous catalysis; nitrenes; photochemistry; ruthenium; synthetic methods; RU(SALEN)-CATALYZED ASYMMETRIC SULFIMIDATION; METAL-FREE SYNTHESIS; ALKOXYCARBONYL AZIDE; HYPERVALENT IODINE; SULFOXIDES; SULFILIMINES; IMINATION; SULFIDES; IMINOSULFURANES; PORPHYRIN;
D O I：
10.1002/anie.201310790
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
1,4,2-Dioxazol-5-ones are five-membered heterocycles known to decarboxylate under thermal or photochemical conditions, thus yielding N-acyl nitrenes. Described herein is a light-induced ruthenium-catalyzed N-acyl nitrene transfer to sulfides and sulfoxides by decarboxylation of 1,4,2-dioxazol-5-ones at room temperature, thus providing direct access to N-acyl sulfimides and sulfoximines under mild reaction conditions. In addition, a one-pot sulfur imidation/oxidation sequence catalyzed by a single ruthenium complex is reported.
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收藏
页码：5639 / 5642
页数：4
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