Cu<sub>2</sub>O-mediated regio- and stereoselective one-pot synthesis of (<i>Z</i>)-3-ylidenephthalides from 2-iodobenzoic acids and terminal alkynes

A series of substituted (<i>Z</i>)-3-ylidenephthalides was synthesized from 2-iodobenzoic acids and various terminal alkynes in the presence of Cu<sub>2</sub>O in DMF at 100-130 °C. Our copper(I) oxide-catalyzed reaction requires no additional palladium, ligand, or base, making it an economical and efficient process. This optimized method is applicable to a range of 2-iodobenzoic acids and alkynes with diverse electronic, steric, and stability characteristics.

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Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob00808e
Primary Topic
Oxidative Organic Chemistry Reactions
Type
article
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article

Cu2O-mediated regio- and stereoselective one-pot synthesis of (Z)-3-ylidenephthalides from 2-iodobenzoic acids and terminal alkynes

Longqin Hu, Ahmed R. Ali
Organic & Biomolecular Chemistry
Oxidative Organic Chemistry Reactions
article

Cu2O-mediated regio- and stereoselective one-pot synthesis of (Z)-3-ylidenephthalides from 2-iodobenzoic acids and terminal alkynes

Longqin Hu, Ahmed R. Ali
article en

Abstract

A series of substituted (<i>Z</i>)-3-ylidenephthalides was synthesized from 2-iodobenzoic acids and various terminal alkynes in the presence of Cu<sub>2</sub>O in DMF at 100-130 °C. Our copper(I) oxide-catalyzed reaction requires no additional palladium, ligand, or base, making it an economical and efficient process. This optimized method is applicable to a range of 2-iodobenzoic acids and alkynes with diverse electronic, steric, and stability characteristics.

Organic & Biomolecular ChemistryVol. 23(32)
Rutgers, The State University of New Jersey (US), Mansoura University (EG), Environmental and Occupational Health Sciences Institute (US), Rutgers Cancer Institute (US)
Openalex Percentile: Top 86%
Oxidative Organic Chemistry Reactions
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Cu<sub>2</sub>O-mediated regio- and stereoselective one-pot synthesis of (<i>Z</i>)-3-ylidenephthalides from 2-iodobenzoic acids and terminal alkynes — Longqin Hu, Ahmed R. Ali · Organic & Biomolecular Chemistry (2025) | TGRS Research Map | TGRS