Rhodium-Azavinylcarbene: A Versatile Synthon-Enabling Divergent Synthesis of Nitrogen Heterocycles

Abstract

Over the past several years, rhodium-azavinylcarbene (Rh-AVC) has grown into an enabling synthon for the synthesis of diverse nitrogen heterocycles. Herein we present an overview of our recent achievements in this field, including the Rh-AVC-promoted formal [4+3], [3+3], and [3+2] cycloadditions. These reactions allow for the efficient synthesis of several classes of important nitrogen heterocycles, such as azepines, pyrroles, and pyrazines. Some relevant works from other groups are also briefly discussed.

1 Introduction

2 Formal [4+3] and [3+2] Cycloadditions of 1,2,3-Triazoles with 1,3-Dienes

3 Formal [3+2] Cycloadditions of 1,2,3-Triazoles with Silyl or Alkyl Enol Ethers

4 Formal [3+3] and [3+2] Cycloadditions of 1,2,3-Triazoles with 2H-Azirines

5 Conclusion and Perspective

Key words

heterocycle - cycloaddition - 1,2,3-triazole - carbene - pyrrole

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