Unification of Ullmann and Kharasch coupling: acid promoted CuI catalysed C–N coupling protocols under ligand, base and solvent free conditions

Sharma, Charu; Srivastava, A. K.; Sharma, Deepak; Joshi, Rashika

doi:10.1039/d2qo01080a

Org. Chem. Front.

2022

DOI: 10.1039/d2qo01080a

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Unification of Ullmann and Kharasch coupling: acid promoted CuI catalysed C–N coupling protocols under ligand, base and solvent free conditions

Charu Sharma

A. K. Srivastava

Deepak Sharma

et al.

Abstract: Copper catalysed C-N cross coupling reaction (Ullman Coupling) is one of the most extensively explored reaction in organic synthesis. Despite of notable advantages of being the less toxic, use of...

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Cited by 4 publications

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B(C₆F₅)₃‐Catalyzed 1,4‐Allylation of Azadienes with Allyltrimethylsilanes

Sun

Zhong

et al. 2023

Eur J Org Chem

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A metal‐free 1,4‐allylation of azadienes with allyltrimethylsilanes catalyzed by B(C6F5)3 has been developed. The high Lewis acidity, good thermal stability, and good hydrolytic stability of the catalyst make this reaction efficient and operationally simple. In contrast to the previously reported 1,2‐allylation of α,β‐unsaturated imines, the 1,4‐allylation of azadienes is described here for the first time. Benzofuran‐, indene‐, dihydronaphthalene‐, chromene‐, and benzothiophene‐based allyl arylmethanes have been obtained in up to 95 % yield.

show abstract

B(C₆F₅)₃‐Catalyzed 1,4‐Allylation of Azadienes with Allyltrimethylsilanes

Sun

Zhong

et al. 2023

Eur J Org Chem

View full text Add to dashboard Cite

show abstract

A versatile and microporous Zn-based MOFs as a recyclable and sustainable heterogeneous catalyst for various organic transformations: A review (2015-present)

et al. 2023

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Recent Advances in Catalysis Using Organoborane-Mediated Hydride Abstraction

Elsherbeni

Winfrey

Lei

et al. 2023

Synlett

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C‒H functionalization is widely regarded as an important area in the development of synthetic methodology, enabling the design of more time- and atom-efficient syntheses. The ability of electron-deficient organoboranes to mediate hydride abstraction from α-amino C‒H bonds is therefore of great interest, as the reactive iminium and hydridoborate moieties generated are able to participate in a range of synthetically useful transformations. In this review update, we cover the recent advances made in organoborane mediated hydride abstraction, with particular focus on the catalytic applications of electron deficient boranes for α- or β- functionalization, α,β-difunctionalization, and the dehydrogenation of amines.

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Unification of Ullmann and Kharasch coupling: acid promoted CuI catalysed C–N coupling protocols under ligand, base and solvent free conditions

Abstract: Copper catalysed C-N cross coupling reaction (Ullman Coupling) is one of the most extensively explored reaction in organic synthesis. Despite of notable advantages of being the less toxic, use of...

Cited by 4 publications

References 34 publications

B(C₆F₅)₃‐Catalyzed 1,4‐Allylation of Azadienes with Allyltrimethylsilanes

B(C₆F₅)₃‐Catalyzed 1,4‐Allylation of Azadienes with Allyltrimethylsilanes

A versatile and microporous Zn-based MOFs as a recyclable and sustainable heterogeneous catalyst for various organic transformations: A review (2015-present)

Recent Advances in Catalysis Using Organoborane-Mediated Hydride Abstraction

Contact Info

Product

Resources

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Unification of Ullmann and Kharasch coupling: acid promoted CuI catalysed C–N coupling protocols under ligand, base and solvent free conditions

Abstract: Copper catalysed C-N cross coupling reaction (Ullman Coupling) is one of the most extensively explored reaction in organic synthesis. Despite of notable advantages of being the less toxic, use of...

Cited by 4 publications

References 34 publications

B(C6F5)3‐Catalyzed 1,4‐Allylation of Azadienes with Allyltrimethylsilanes

B(C6F5)3‐Catalyzed 1,4‐Allylation of Azadienes with Allyltrimethylsilanes

A versatile and microporous Zn-based MOFs as a recyclable and sustainable heterogeneous catalyst for various organic transformations: A review (2015-present)

Recent Advances in Catalysis Using Organoborane-Mediated Hydride Abstraction

Contact Info

Product

Resources

About

B(C₆F₅)₃‐Catalyzed 1,4‐Allylation of Azadienes with Allyltrimethylsilanes

B(C₆F₅)₃‐Catalyzed 1,4‐Allylation of Azadienes with Allyltrimethylsilanes