Palladium‐Catalyzed Direct Alkynylation of Carbazoles with Alkynyl Bromides

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(40)

Published: June 18, 2024

Abstract Carbazole derivatives are vital in medicinal and materials chemistry, yet accessing diverse substitutions remains challenging. Here, we introduce a regioselective approach for C1 C8 alkynylation of carbazoles via palladium‐catalyzed C−H activation. This method provides direct route to mono‐ di‐alkynylated derivatives, addressing the scarcity alkynylated carbazole‐based materials. Our study broadens synthetic toolbox carbazole functionalization, offering potential applications optoelectronics, bio‐imaging, beyond, while contributing developing sustainable activation methodologies.

Language: Английский

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O-methyltransferase CbzMT catalyzes iterative 3,4-dimethylations for carbazomycin biosynthesis

Engineering Microbiology, Journal Year: 2024, Volume and Issue: 4(2), P. 100150 - 100150

Published: April 2, 2024

Carbazomycins (

Language: Английский

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Theoretical investigation on the mechanisms of palladium-catalyzed benzannulations of 1-(indol-2-yl)but-3-yn-1-ols to access to functionalized carbazoles

Molecular Catalysis, Journal Year: 2024, Volume and Issue: 565, P. 114418 - 114418

Published: July 28, 2024

Language: Английский

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One-pot Synthesis of Bicarbazole-substituted Triary-methanols based on α-Keto Acids

Synlett, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 2, 2024

Abstract In this work, carbazoles, one of the most important types nitrogenous compounds, were used as substrates to synthesize dicarbazolyl(aryl)methanols in moderate excellent yields (up 95%). This simple and efficient strategy can regioselectively form an sp3 quaternary carbon with two large sterically hindered carbazole rings, benzene ring, active hydroxy group a one-pot reaction. The resulting triarylmethanes are all new products, have high potential building blocks for medicinal chemistry or materials science.

Language: Английский

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Synthesis of 10H-di(1-benzothiopheno)[2,3-b:3′,2′-d]pyrrole: re-investigation of the Cadogan cyclization route

Bulletin of the Chemical Society of Japan, Journal Year: 2024, Volume and Issue: 97(3)

Published: Jan. 30, 2024

Abstract The reaction of 2-nitro-3,3′-bi(1-benzothiophene) bearing ester groups at 7- and 7′-positions under the Cadogan cyclization conditions (PPh3, o-C6H4Cl2, refl.) afforded targeted 10H-di(1-benzothiopheno)[2,3-b:3′,2′-d]pyrrole-1,8-dicarboxylate derivative in a low yield accompanied with byproduct. On other hand, without did not provide corresponding pyrrole but gave mixture thiophene-ring-opening products, from which dibenzothiophenothiopyrans were isolated. structures these ring-opening products fully characterized by spectroscopic X-ray analyses generation mechanism giving byproducts was deduced. Pristine 10H-di(1-benzothiopheno)[2,3-b:3′,2′-d]pyrrole could be prepared via another route, namely nitrosation followed reduction.

Language: Английский

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Gold-catalyzed benzannulations of 2-alkenylindoles with alkynes: a protecting-group-free regioselective approach to carbazoles

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(40), P. 5326 - 5329

Published: Jan. 1, 2024

A gold( i )-catalyzed protecting-group-free benzannulation approach to functionalized NH-carbazoles was accomplished via the hydroarylation of alkynes with 2-alkenylindoles.

Language: Английский

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Recent Advances in (Di)Azafluorene Chemistry (A Review)

Russian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 60(11), P. 2086 - 2107

Published: Nov. 1, 2024

Language: Английский

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