Recent Advancement in the Conversion of 1,2,3‐Benzotriazin‐4(3H)‐One to Other Heterocyclic Systems and Their Applications: A Concise Review

ChemistrySelect, Год журнала: 2025, Номер 10(5)

Опубликована: Фев. 1, 2025

Abstract The nitrogen containing 1,2,3‐benzotriazin‐4(3 H )‐one is structurally worthwhile system for its notable applications in the synthesis of N─ , O ─ and S─ heterocycles bears pivotal significant usage pharmaceutical industrial chemicals. Today most common items like dyes, cosmetics, sanitizers, insecticides plastics are based on heterocyclic moieties. Different starting materials used industrially formation diverse but a valuable structure to prepare numerous products. These conversions radiation or metal‐catalyzed denitrogenation annulation type reactions provide easy, one‐step atom‐economical route. vast significance their cheap make this subject interesting scientific researchers industrialists. This mini review summarizes recent developments transformation ring various other structures phenanthridinones, isoquinolones, coumarin‐1‐imines, benzamides, pyrroloquinazolinones, indolin‐1‐ones, 1,2‐benzisoselenazol‐3(2 )‐ones benzofuranones. Some emerging drugs ebselen, losartan, irbesartan, luotonin A, deoxyvasicinone mackinazolinone have been successfully synthesized from differently substituted benzotriazinones.

Язык: Английский

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Visible light-induced denitrogenative annulation reaction of 1,2,3-benzotriazin-4(3H)-ones with alkenes and alkynes via electron donor–acceptor (EDA) complex formation: a sustainable approach to isoindolinone and isoquinolinone synthesis

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(21), С. 6184 - 6193

Опубликована: Янв. 1, 2024

An efficient metal-free approach for the synthesis of isoindolinones and isoquinolinones from 1,2,3-benzotriazin-4(3 H )-ones via electron donor–acceptor (EDA) complex formation under visible light is described.

Язык: Английский

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Divergent [5 + 1] Annulation of o-Aminobenzamides with Vinylene Carbonate as a Multifunctional Reagent

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Апрель 3, 2025

A divergent [5 + 1] cyclization reaction of o-aminobenzamides with vinylene carbonate has been developed, rapidly generating three types cyclic molecules including quinazolinones, 2-methylquinazolinones, and 2,3-dihydroquinazolinones high chemoselectivity. In this discovery, blooms as a multifunctional reagent to participate in cyclization. The potential new finding is further emphasized by assembling the benzothiazole heteroarene via [4 version tolerating bioactive units well.

Язык: Английский

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Palladium‐Catalyzed [3+2+1]/[4+2] Heteroannulation of Allylamines with CO and 1,4‐Enynes Leading to 1,7,8,8a‐Tetrahydroisoquinolin‐3(2H)‐ones

Chinese Journal of Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Апрель 25, 2025

Comprehensive Summary Aminocarbonylative heteroannulation of unsaturated hydrocarbons with amines and CO has become a key transformation in organic synthesis to build N ‐heterocycles. In this report, new palladium‐catalyzed aminocarbonylative [3+2+1]/[4+2] allylamines 4‐en‐1‐yn‐3‐yl acetates for the 1,7,8,8a‐tetrahydroisoquinolin‐3(2 H )‐ones been developed. The method enables construction two six‐membered rings single reaction step leading formation isoquinolinone scaffolds, featuring excellent selectivity, good functional group compatibility broad substrate scope. A possible mechanism involving Pd‐catalyzed isomerization form allenyl‐Pd intermediate, aminocarbonylation cycloaddition was proposed.

Язык: Английский

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Denitrogenative transformations of aryl-fused 1,2,3-triazoles

Advances in heterocyclic chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Язык: Английский

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