Synthesis 2019; 51(09): 1841-1870
DOI: 10.1055/s-0037-1611746
review
© Georg Thieme Verlag Stuttgart · New York

N-Halo Reagents: Modern Synthetic Approaches for Heterocyclic Synthesis

,
Marcio C.S. de Mattos*
Departamento de Química Orgânica, Instituto de Química, Universidade Federal do Rio de Janeiro, CP 68545, Rio de Janeiro, 219745-970, Brazil   Email: mmattos@iq.ufrj.br
› Author Affiliations
This work was financially supported by CNPq and Faperj.
Further Information

Publication History

Received: 29 December 2018

Accepted after revision: 06 February 2019

Publication Date:
27 March 2019 (eFirst)

Abstract

Heterocyclic chemistry is an essential frontier in science and a source of novel biologically active compounds. The development of innovative synthetic methodologies that allows access to different heterocyclic rings is of critical interest to the scientific community. This review will focus on recent applications of N-halo compounds (e.g., N-halosuccinimides, trihaloisocyanuric acids, N-halosulfonamides, etc.) in heterocyclic construction via electrophilic cyclization, asymmetric halocyclization, oxidative cyclization, and radical processes.

1 Introduction

2 N-Halo Reagent Mediated Heterocyclic Construction and Functionalization

2.1 Electrophilic Halocyclizations

2.1.1 Asymmetric Halocyclizations

2.2 Radical Halocyclizations

2.3 Oxidative Halocyclizations

2.4 Miscellaneous Halocyclization Reactions

3 Summary and Outlook

 
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