Two-component symmetrical diarylation of ynamides

Sahoo, Aradhana; Dutta, Shubham; Sahoo, Akhila K.

doi:10.1039/d3ob00793f

Org. Biomol. Chem.

2023

DOI: 10.1039/d3ob00793f

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Two-component symmetrical diarylation of ynamides

Aradhana Sahoo

Shubham Dutta

Akhila K. Sahoo

Abstract: The present study describes a method for the symmetrical dicarbofunctionalization of ynamide via a palladium-catalyzed two-component diarylation with aryl boronic acids. The reaction involves a consecutive transmetalation of the aryl...

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2024

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Cited by 2 publications

References 45 publications

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A Precise Route to Tetrasubstituted Allyl Amines via Regioselective Dicarbofunctionalization of Masked Propargyl Amines

Sahoo,

Dutta,

Sahoo

2024

Org. Lett.

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Allyl amines are vital components in various biologically important molecules and play a significant role in their function. Presently, most methods are geared toward the preparation of di-and trisubstituted allyl amines, leaving a gap for the development of more versatile approaches. We herein describe an approach to yield tetrasubstituted allyl amines through palladium (Pd)-catalyzed regioselective dicarbofunctionalization of masked N-phthalimide-protected propargyl amines. The cationic Pd-intermediate in conjunction with the masked amine exerts collective control for the reaction regioselectivity. This method accommodates a wide range of alkynes, aryl boronic acids, and aryl diazonium salts offering direct access to a wide range of unusual tetrasubstituted allyl amines.

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A Precise Route to Tetrasubstituted Allyl Amines via Regioselective Dicarbofunctionalization of Masked Propargyl Amines

Sahoo,

Dutta,

Sahoo

2024

Org. Lett.

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Regioselective syn-1,2-hydroarylation of internal alkynes

Dutta,

Sethi,

Maity

et al. 2024

Org. Chem. Front.

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Two-component symmetrical diarylation of ynamides

Abstract: The present study describes a method for the symmetrical dicarbofunctionalization of ynamide via a palladium-catalyzed two-component diarylation with aryl boronic acids. The reaction involves a consecutive transmetalation of the aryl...

Cited by 2 publications

References 45 publications

A Precise Route to Tetrasubstituted Allyl Amines via Regioselective Dicarbofunctionalization of Masked Propargyl Amines

A Precise Route to Tetrasubstituted Allyl Amines via Regioselective Dicarbofunctionalization of Masked Propargyl Amines

Regioselective syn-1,2-hydroarylation of internal alkynes

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