(4+1)-Cycloadditions Exploiting the Biphilicity of Oxyphosphonium Enolates and Rh^II/Pd^II-Stabilized Metallocarbenes for the Construction of Five-Membered Frameworks

Abstract

(4+1)-Cyclizations are an underutilized disconnect for the formation of five-membered heterocyclic and carbocyclic frameworks. Herein we analyze methods employing oxyphosphonium enolates and Rh^II/Pd^II-metallocarbenes as C1 synthons in the presence of several four-atom components for the synthesis of 2,3-dihydrobenzofurans, 2,3-dihydroindoles, oxazolones, cyclopentenones, and pyrrolones.

1 Introduction

2 (4+1)-Cyclizations Employing Kukhtin–Ramirez-Like Reactivity

3 (4+1)-Cyclizations Employing a Cyclopropanation/Ring-Expansion Sequence

4 Pd-Catalyzed (4+1)-Cyclizations through Carbene Migratory Insertion/Reductive Elimination Processes

5 Summary

Key words

(4+1)-cyclization - carbenes - rhodium - palladium - phosphorus - organocatalysis - carbocycles - heterocycles

Publikationsverlauf

Eingereicht: 01. Oktober 2020

Angenommen nach Revision: 28. Oktober 2020

Artikel online veröffentlicht:
26. Januar 2021

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