Electron-Donor-Mediated Divergent Transformation of Br–R_F via EDA Complex for the Synthesis of Fluorine-Containing Oxindoles and Amides

Organic Letters, Journal Year: 2024, Volume and Issue: 26(46), P. 9990 - 9995

Published: Nov. 11, 2024

We have developed an unprecedented electron-donor-controlled divergent reaction between

Language: Английский

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Recent Progress in C–S Bond Formation via Electron Donor-Acceptor Photoactivation

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

This review summarizes recent progress in EDA complex-promoted C–S bond formation using various sulfur-containing substrates under mild conditions via visible light irradiation.

Language: Английский

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Photoinduced Metal‐/Additive‐Free Difluoromethylation of N‐Heteroaromatics^†

Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 16, 2025

Comprehensive Summary Herein, we report a photo‐induced, metal‐/additive‐free protocol for the difluoromethylation of N ‐heteroaromatics with [bis(difluoroacetoxy)iodo]benzene as reagent. The affords difluoromethylated in moderate to good yield (up 91%). transformation is compatible wide range substrates and has tolerance towards various functional groups. Moreover, synthetic value this method further demonstrated by applications gram‐scale synthesis late‐stage functionalization biologically important molecules.

Language: Английский

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Visible Light-Induced C–H Alkylation of Azauracils with N-Hydroxyphthalimide Esters via Catalytic EDA Complex

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 13, 2025

Herein, we report sodium iodide (NaI)-catalyzed decarboxylative C–H alkylation of azauracils with N-hydroxyphthalimide (NHPI) esters facilitated by visible light activation catalytic electron donor–acceptor (EDA) complexes. Control experiments and density functional theory calculations suggest that the coupling reaction proceeds via a transiently assembled EDA complex between NHPI ester NaI in N,N-dimethylacetamide solvent. This synthetic method efficiently applies to primary, secondary, tertiary under mild, photocatalyst-free, redox-neutral conditions, achieving high yields desired alkylated azauracils.

Language: Английский

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Organophotocatalytic Three‐Component Assembly of C4‐Cyanoalkylated Phthalazin‐1(2H)‐Ones

Chemistry - An Asian Journal, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 14, 2025

Abstract The present work documents construction of C4‐cyanoalkylated phthalazinones under visible light‐mediated conditions. three‐component reaction involving aryl hydrazines, 2‐formylbenzoic acids and cyclobutanone oxime esters with organic dye Eosin Y as photocatalyst, features initial formation subsequent cyanoalkylation phthalazin‐1(2H)‐one in one pot. is notable for mild conditions, operational simplicity, wide substrate scope good yields the products. phthalazinone products were further converted into other valuable derivatives.

Language: Английский

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Minisci C–H Alkylation of Heterocycles with Unactivated Alkyl Iodides Enabled by Visible Light Photocatalysis

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 27, 2025

In this work, we developed a general catalytic strategy that allows Minisci C-H alkylation of variety heterocycles using unactivated alkyl halide as an radical source under visible light photocatalysis. Mild reaction conditions, employing 4CzIPN organophotocatalyst and aerial oxygen green terminal oxidant, broad scope, good functional group tolerance, late-stage bioactive pharmaceutically relevant molecules are advantages the protocol. Preliminary mechanistic studies indicate involvement α-amino further our conditions.

Language: Английский

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The organophotocatalytic trifluoromethylation of 6-azauracils

RSC Advances, Journal Year: 2025, Volume and Issue: 15(15), P. 11370 - 11376

Published: Jan. 1, 2025

Herein, we have developed an organophotocatalytic trifluoromethylation of 6-azauracils using inexpensive Langlois reagent to prepare a variety trifluoromethylated azauracil derivatives under ambient air condition.

Language: Английский

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Silver-catalyzed direct decarboxylative C H functionalization of azauracils with aliphatic carboxylic acids

Tetrahedron Letters, Journal Year: 2025, Volume and Issue: unknown, P. 155619 - 155619

Published: April 1, 2025

Language: Английский

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Cu(I)‐Catalyzed Silylation and Germylation of Azauracils

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 5, 2024

The current study demonstrates a Cu(I) catalyzed direct C(sp

Language: Английский

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Zwitterions as catalytic electron donor species for visible light-induced photoactivation of oxime esters and direct C3-alkylation of quinoxalin-2(1H)-ones

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(23), P. 6784 - 6789

Published: Jan. 1, 2024

A novel ternary EDA complex catalysis strategy has been developed using zwitterions, enabling the alkylation of various quinoxalin-2(1 H )-ones and heteroaryl cycles with pyrrolines. This discovery opens new avenues for catalysis.

Language: Английский

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