Benzoannulation of aromatic heterocycles: advances in the 21st century

Benzoannulation of aromatic heterocycles: advances in the 21st century Review

Journal

Russian Chemical Reviews
ISSN: 1468-4837 , E-ISSN: 0036-021X

Output data

Year: 2025, Volume: 94, Number: 7, Article number : RCR5163, Pages count : DOI: 10.59761/rcr5163

Authors

Bolotova I.A. ^1,2 , Kavun A.M. ³ , Shirinian V.Z. ⁴ , Lvov A.G. ^1,2

Affiliations

1	A.E.Favorsky Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russia
2	Irkutsk National Research Technical University, Irkutsk, Russia
3	McGill University, Department of Chemistry and FQRNT Centre for Green Chemistry and Catalysis, Montreal, Quebec, Canada
4	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Benzoannulated aromatic heterocycles (BAHs), also known as benzoheterocycles, are key building blocks in the development of functional materials and pharmaceuticals. They are involved in a variety of biochemical processes in nature. The prevalence and widespread use of these molecules stimulates the chemical community's ongoing interest in developing methods to construct carbazole, indole, quinoline, isoquinoline and benzo[b]thiophene motifs. The most common strategy for preparing them is the heteroannulation of functionalized benzene derivatives. Over the last two decades, an alternative approach based on the annulation of heterocyclic derivatives has been developed: benzoannulation, also known as benzannulation. Compared to classical heteroannulation, this approach has several advantages and has led to significant progress in the availability of a variety of benzoheterocycles in recent years. This review is the first to analyze the development of benzoannulation methods for aromatic heterocycles in the 21st century. We highlight the advantages of the benzoannulation strategy, including the versatility of the methods, the availability of starting compounds and the ability to obtain products with specified substituents in the benzene ring. This review aims to help chemists with the synthesis of benzoheterocycles of a specific structure for various applications, ranging from the design of biologically active compounds and the synthesis of natural products to materials chemistry.

Bolotova I.A. , Kavun A.M. , Shirinian V.Z. , Lvov A.G.
Benzoannulation of aromatic heterocycles: advances in the 21st century
Russian Chemical Reviews. 2025. V.94. N7. RCR5163 . DOI: 10.59761/rcr5163 WOS Scopus OpenAlex

Web of science:	WOS:001562546300001
Scopus:	2-s2.0-105011293832
OpenAlex:	W4412557708

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