Palladium-Catalyzed Regioselective C-Arylation and C,N-Diarylation of N-Aryl-2,3-dihydrophthalazine-1,4-diones Using Diaryliodonium Salts

Sushma Naharwal; Narendra Dinkar Kharat; Chikkagundagal K. Mahesha; Kiran Bajaj; Rajeev Sakhuja

doi:10.1055/a-2048-8030

Synthesis, Table of Contents

Synthesis 2023; 55(21): 3515-3525
DOI: 10.1055/a-2048-8030

special topic

C–H Bond Functionalization of Heterocycles

Palladium-Catalyzed Regioselective C-Arylation and C,N-Diarylation of N-Aryl-2,3-dihydrophthalazine-1,4-diones Using Diaryliodonium Salts

Sushma Naharwal

^aDepartment of Chemistry, Birla Institute of Technology and Science, Pilani, Rajasthan 333031, India

,

Narendra Dinkar Kharat

^aDepartment of Chemistry, Birla Institute of Technology and Science, Pilani, Rajasthan 333031, India

,

Chikkagundagal K. Mahesha

^aDepartment of Chemistry, Birla Institute of Technology and Science, Pilani, Rajasthan 333031, India

,

Kiran Bajaj

^bDepartment of Chemistry, Amity Institute of Applied Sciences, Amity University, Noida, Uttar Pradesh, India

,

Rajeev Sakhuja∗

^aDepartment of Chemistry, Birla Institute of Technology and Science, Pilani, Rajasthan 333031, India

^bDepartment of Chemistry, Amity Institute of Applied Sciences, Amity University, Noida, Uttar Pradesh, India

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Abstract

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Abstract

Regioselective C-arylation and C,N-diarylation in 2-aryl-2,3-dihydrophthalazine-1,4-diones has been successfully accomplished with diaryliodonium salts under base-mediated slightly modified Pd-catalyzed conditions. These ligand-driven transformations provided a variety of diversely decorated bi(hetero)aryls in good-to-excellent yields, while N-arylated product could be obtained under similar Pd-catalyzed conditions in the absence of a ligand.

Key words

arylation - biaryls - catalysis - palladium - transition metals

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References

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