Issue 24, 2021

Recent progress towards the transition-metal-catalyzed Nazarov cyclization of alkynes via metal carbenes

Abstract

In recent years, transition-metal-catalyzed tandem cyclization reactions of alkynes, especially those involving a metal carbene intermediate, have received worthwhile interest, as this type of reaction does not require the use of risky and potentially explosive diazo compounds as starting materials for carbene generation. A significant and general strategy for the stereospecific synthesis of 5-membered cycles is Nazarov cyclization based on the 4π-conrotatory electrocyclization of a conjugated pentadienyl cation to afford a cyclopentenyl cation. In this review, we introduce an overview of recent advances in the transition-metal-catalyzed Nazarov cyclization of alkynes via a metal carbene intermediate, and categorize these reactions according to the structure of the metal carbene. Our aim is to accelerate advancements in this enchanting area of research.

Graphical abstract: Recent progress towards the transition-metal-catalyzed Nazarov cyclization of alkynes via metal carbenes

Article information

Article type
Review Article
Submitted
18 Apr 2021
Accepted
19 May 2021
First published
20 May 2021

Org. Biomol. Chem., 2021,19, 5274-5283

Recent progress towards the transition-metal-catalyzed Nazarov cyclization of alkynes via metal carbenes

G. Ru, T. Zhang, M. Zhang, X. Jiang, Z. Wan, X. Zhu, W. Shen and G. Gao, Org. Biomol. Chem., 2021, 19, 5274 DOI: 10.1039/D1OB00744K

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