Synlett 2023; 34(13): 1554-1562
DOI: 10.1055/s-0042-1751429
account

Advances in Selected Heterocyclization Methods

a   Department of Chemistry and Biochemistry, The University of Texas at Dallas, 800 W. Campbell Road, Richardson, TX 75080, USA
b   Department of Biochemistry, The University of Texas Southwestern Medical Center, 5323 Harry Hines Blvd., Dallas, TX 75390, USA
,
Vladimir Gevorgyan
a   Department of Chemistry and Biochemistry, The University of Texas at Dallas, 800 W. Campbell Road, Richardson, TX 75080, USA
b   Department of Biochemistry, The University of Texas Southwestern Medical Center, 5323 Harry Hines Blvd., Dallas, TX 75390, USA
› Author Affiliations
The authors thank the National Institutes of Health (NIH, GM120281 and F31GM139395), the National Science Foundation (CHE-1955663), the Welch Foundation (Chair, AT-0041) and the Eugene McDermott Graduate Fellowship (202007) for financial support.


Abstract

This Account summarizes efforts in our group toward synthesis of heterocycles in the past decade. Selected examples of transannulative heterocyclizations, intermediate construction of reactive compounds en route to these important motifs, and newer developments of a radical approach are outlined.

1 Introduction

2 Transannulative Heterocyclization

2.1 Rhodium-Catalyzed Transannulative Heterocyclization

2.2 Copper-Catalyzed Transannulative Heterocyclization

3 Synthesis of Heterocycles from Reactive Precursors

3.1 Synthesis of Heterocycles from Diazo Compounds

3.2 Synthesis of Heterocycles from Alkynones

4 Radical Heterocyclization

4.1 Light-Induced Radical Heterocyclization

4.2 Light-Free Radical Heterocyclization

7 Conclusion



Publication History

Received: 23 December 2022

Accepted after revision: 13 February 2023

Article published online:
10 March 2023

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