One-Step Palladium-Catalyzed Heterocyclic Ring Closure of Benzofurans with Aryl Iodides through a Heck-Type Pathway

An operationally simple and robust method for the direct arylation and ring closure of benzofurans is reported. Besides the mild conditions and good reaction yields, the methodology is applicable for a wide range of derivatives using commercially available aryl iodides with complete C<sub>2</sub> regioselectivity. The reaction is proposed to follow a Heck-type oxyarylation mechanism. The facile synthesis method will enable the development of new materials for diverse applications in biology and catalysis and as precursors for organic semiconductors.

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Journal
Organic Letters
Published
2024-11-06
DOI
https://doi.org/10.1021/acs.orglett.4c03602
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.00

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article

One-Step Palladium-Catalyzed Heterocyclic Ring Closure of Benzofurans with Aryl Iodides through a Heck-Type Pathway

Nivedha Velmurugan, Fathy Hassan, Yusuke Yamane, Síle Nic Chormaic et al.
Organic Letters
Catalytic C–H Functionalization Methods
article

One-Step Palladium-Catalyzed Heterocyclic Ring Closure of Benzofurans with Aryl Iodides through a Heck-Type Pathway

Nivedha Velmurugan, Fathy Hassan, Yusuke Yamane, Síle Nic Chormaic, Christine K. Luscombe
article en

Abstract

An operationally simple and robust method for the direct arylation and ring closure of benzofurans is reported. Besides the mild conditions and good reaction yields, the methodology is applicable for a wide range of derivatives using commercially available aryl iodides with complete C<sub>2</sub> regioselectivity. The reaction is proposed to follow a Heck-type oxyarylation mechanism. The facile synthesis method will enable the development of new materials for diverse applications in biology and catalysis and as precursors for organic semiconductors.

Organic LettersVol. 26(45)
Okinawa Institute of Science and Technology Graduate University (JP), Keio University (JP), Tanta University (EG)
Keio University, Okinawa Institute of Science and Technology Graduate University, Tanta University, Japan Society for the Promotion of Science
Openalex Percentile: Top 85%
Catalytic C–H Functionalization Methods
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