Journal
SYNTHESIS-STUTTGART
Volume 51, Issue 3, Pages 612-628Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0037-1610328
Keywords
sulfur ylides; metal carbenoids; transition metal catalysis; insertion reactions; C-H activation; coupling reaction; heterocycles
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Funding
- Research Council of Norway (FRINATEK) [231706]
- Research Council of Norway (Centre of Excellence) [262695]
- Tromso Research Foundation [TFS2016 KHH]
- Nordforsk [85378]
- CHOCO-UiT research team
- NordForsk [85378] Funding Source: researchfish
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As pioneered by Corey and Chaykovsky, sulfoxonium ylides have had widespread application in organic synthesis for more than a half century. In most of the reactions, sulfoxonium ylides were used to react with electrophiles. Under suitable reaction conditions these ylides can generate metal carbenoids and react with nucleophiles. By combining the typical reactivity of sulfoxonium ylides with transition-metal catalysis, a growing number of investigations have expanded their application in organic synthesis. This review provides an update on the preparation of sulfoxonium ylides and their applications in carbenoid transfer reactions. 1 Introduction 2 Preparation of Sulfoxonium Ylides 3 Investigation for Carbenoid Formation from Sulfoxonium Ylide 4 X-H (X = N, O, S, C) Functionalization Reactions 5 Polymerizaton of Carbenoids Generated from Sulfoxonium Ylides 6 Conclusion and Perspective
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