Solvent-free synthesis of chalcones using Mg(HSO<sub>4</sub>)<sub>2</sub>

Saraci, Ervis; Andreoli, M.; Casali, Emanuele; Verzini, Massimo; Argese, Maria; Fanelli, Roberto; Zanoni, Giuseppe

doi:10.1039/d3su00003f

RSC Sustain.

2023

DOI: 10.1039/d3su00003f

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Solvent-free synthesis of chalcones using Mg(HSO₄)₂

Ervis Saraci

M. Andreoli

Emanuele Casali

et al.

Abstract: An innovative synthetic pathway for the synthesis of chalcones is proposed, using the chemical and environmental advantages of the solvent-free chemistry. The protocol is used for the synthesis of different...

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A review on Millepachine and its derivatives as potential multitarget anticancer agents

Rampogu,

Badvel,

Hoon Jo

et al. 2023

Biochemical and Biophysical Research Communications

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A review on Millepachine and its derivatives as potential multitarget anticancer agents

Rampogu,

Badvel,

Hoon Jo

et al. 2023

Biochemical and Biophysical Research Communications

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Cooperative Noncovalent Interactions Controlling Amine-Catalyzed Aldol Reaction Pathways Catalyzed by the Bifunctional Amino Quaternary Phosphonium Ion

Sugunan,

Ahirwar,

Suresh

et al. 2024

J. Org. Chem.

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Members of a new class of bifunctional amino quaternary phosphonium salts have been synthesized and utilized as catalysts in aldol condensation reactions, as demonstrated herein. These secondary amines feature a phosphonium ion connected by a carbon chain, enabling the quaternary phosphonium ion to engage in distinct cooperative noncovalent interactions. These interactions work in tandem to stabilize different transition state complexes, exclusively controlling competing amine-catalyzed aldol pathways via the Mannich mechanism. Comprehensive mechanistic investigations were conducted through theoretical calculations. This study uncovers a proximity-driven catalytic mechanism in which the distance between the N and the P + of the bifunctional catalyst emerges as a critical factor determining catalytic efficacy. The method has been demonstrated through its application to the total synthesis of several bioactive natural products.

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Photoinduced, Metal-Free Hydroacylation of Aromatic Alkynes for Synthesis of α,β-Unsaturated Ketones via C(sp³)–H Functionalization

Kushwaha,

Kamal,

Singh

et al. 2024

Org. Lett.

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Despite the notable advancements made over the past decade in achieving carbon−carbon bonds by transition-metalcatalyzed cross-coupling processes, metal-free cross-coupling reactions for hydroacylation of aromatic alkynes via C(sp 3 )−H functionalization are still rare and highly desired. Here we report a metal-free reliable approach for the synthesis of α,β-unsaturated ketones (chalcones) via C(sp 3 )−H functionalization using MeCN:H 2 O as green solvent, Eosin Y as organic photocatalyst, and ambient air as oxidant. More significantly, this strategy can effectively transform a variety of methyl arenes and aromatic alkynes into the desired product. With high atom efficiency, use of green solvents, metal-free nature, environmental friendliness, and visible light as a renewable energy source, this method is compatible with biologically active molecules.

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Solvent-free synthesis of chalcones using Mg(HSO₄)₂

Abstract: An innovative synthetic pathway for the synthesis of chalcones is proposed, using the chemical and environmental advantages of the solvent-free chemistry. The protocol is used for the synthesis of different...

Cited by 3 publications

References 50 publications

A review on Millepachine and its derivatives as potential multitarget anticancer agents

A review on Millepachine and its derivatives as potential multitarget anticancer agents

Cooperative Noncovalent Interactions Controlling Amine-Catalyzed Aldol Reaction Pathways Catalyzed by the Bifunctional Amino Quaternary Phosphonium Ion

Photoinduced, Metal-Free Hydroacylation of Aromatic Alkynes for Synthesis of α,β-Unsaturated Ketones via C(sp³)–H Functionalization

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About

Solvent-free synthesis of chalcones using Mg(HSO4)2

Abstract: An innovative synthetic pathway for the synthesis of chalcones is proposed, using the chemical and environmental advantages of the solvent-free chemistry. The protocol is used for the synthesis of different...

Cited by 3 publications

References 50 publications

A review on Millepachine and its derivatives as potential multitarget anticancer agents

A review on Millepachine and its derivatives as potential multitarget anticancer agents

Cooperative Noncovalent Interactions Controlling Amine-Catalyzed Aldol Reaction Pathways Catalyzed by the Bifunctional Amino Quaternary Phosphonium Ion

Photoinduced, Metal-Free Hydroacylation of Aromatic Alkynes for Synthesis of α,β-Unsaturated Ketones via C(sp3)–H Functionalization

Contact Info

Product

Resources

About

Solvent-free synthesis of chalcones using Mg(HSO₄)₂

Photoinduced, Metal-Free Hydroacylation of Aromatic Alkynes for Synthesis of α,β-Unsaturated Ketones via C(sp³)–H Functionalization