Preparation of Carbazoles Involving 6π‐Electrocyclization, Photoredox‐, Electrochemical‐, and Thermal Cyclization Reactions: Mechanistic Insights

Author:

Romero Ivan E.123,Postigo Al3ORCID,Bonesi Sergio M.12ORCID

Affiliation:

1. Universidad de Buenos Aires Departamento de Química Orgánica Facultad de Ciencias Exactas y Naturales Ciudad Universitaria Buenos Aires C1428EGA Argentina

2. CONICET – Universidad de Buenos Aires Centro de Investigaciones en Hidratos de Carbono (CIHIDECAR) Ciudad Universitaria Buenos Aires C1428EGA Argentina

3. Universidad de Buenos Aires Departamento de Ciencias Químicas Facultad de Farmacia y Bioquímica Junín 954 Buenos Aires CP 1113 Argentina

Abstract

AbstractCarbazole is a heterocyclic motif that can be found in a diverse array of natural and unnatural products displaying a wide range of biological and physiological properties. Furthermore, this heterocycle is part of electronic materials like photoconducting polymers and organic optoelectronic materials owing to its excellent photophysical characteristics. Consequently, the development of synthetic strategies for carbazole scaffolds holds potential significance in biological and material fields. In this regard, a variety of preparation methods has been developed to exploit their efficient and distinct formation of new C−C and C‐heteroatom bonds under mild conditions and enabling broad substrate diversity and functional group tolerance. Therefore, this review focuses on the synthesis of a set of carbazole derivatives describing a variety of methodologies that involve direct irradiation, photosensitization, photoredox, electrochemical and thermal cyclization reactions.

Funder

Secretaria de Ciencia y Tecnica, Universidad de Buenos Aires

Fondo para la Investigación Científica y Tecnológica

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

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