Phosphoric acid-catalyzed asymmetric <i>N</i>-propargylation of pyridazinones and 2-pyridones

Li, Qiongya; Chen, Tian; Sun, Jiangtao

doi:10.1039/d3qo00995e

Org. Chem. Front.

2023

DOI: 10.1039/d3qo00995e

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Phosphoric acid-catalyzed asymmetric N-propargylation of pyridazinones and 2-pyridones

Qiongya Li¹,

Tian Chen²,

Jiangtao Sun³

Abstract: A phosphoric acid-catalyzed regio- and enantioselective N2-propargylation of pyridazinones has been achieved, providing chiral N2-alkylated pyridazinones in moderate to good yields (up to 93%) with good enantioselectivities (up to 96%...

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2024

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Cited by 2 publications

References 30 publications

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Cs₂CO₃‐Catalyzed Multi‐Component One‐Pot Stepwise Route for the Synthesis of Polysubstituted 2‐Pyridones

Liu,

He,

et al. 2024

ChemistrySelect

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A concise and practicable route to the synthesis of multisubstituted 2‐pyridones via a four‐component one‐pot stepwise cyclization catalyzed by Cs2CO3 has been developed. During this stepwise transformation, two new C‐C bonds and two new C‐N bonds were generated through an intermolecular condensation/aza‐Michael reaction/intermolecular Michael addition/intramolecular cyclization sequence. The alternative protocol offers a complementary route to provide a series of structurally diverse polysubstituted 2‐pyridones (21 examples) in good to excellent yields (52–81%) from easily available raw materials arylamines, dialkyl acetylenedicarboxylate, 1,3‐dicarbonyl compounds, and trialkyl orthoformate under mild conditions. It might provide new opportunities for the discovery of 2‐pyridones‐containing drugs.

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Cs₂CO₃‐Catalyzed Multi‐Component One‐Pot Stepwise Route for the Synthesis of Polysubstituted 2‐Pyridones

Liu,

He,

et al. 2024

ChemistrySelect

View full text Add to dashboard Cite

show abstract

Gold(i)-catalyzed synthesis of N-alkenyl 2-pyridonyl sec-amines

Karatavuk

2024

Org. Biomol. Chem.

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Phosphoric acid-catalyzed asymmetric N-propargylation of pyridazinones and 2-pyridones

Abstract: A phosphoric acid-catalyzed regio- and enantioselective N2-propargylation of pyridazinones has been achieved, providing chiral N2-alkylated pyridazinones in moderate to good yields (up to 93%) with good enantioselectivities (up to 96%...

Cited by 2 publications

References 30 publications

Cs₂CO₃‐Catalyzed Multi‐Component One‐Pot Stepwise Route for the Synthesis of Polysubstituted 2‐Pyridones

Cs₂CO₃‐Catalyzed Multi‐Component One‐Pot Stepwise Route for the Synthesis of Polysubstituted 2‐Pyridones

Gold(i)-catalyzed synthesis of N-alkenyl 2-pyridonyl sec-amines

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Phosphoric acid-catalyzed asymmetric N-propargylation of pyridazinones and 2-pyridones

Abstract: A phosphoric acid-catalyzed regio- and enantioselective N2-propargylation of pyridazinones has been achieved, providing chiral N2-alkylated pyridazinones in moderate to good yields (up to 93%) with good enantioselectivities (up to 96%...

Cited by 2 publications

References 30 publications

Cs2CO3‐Catalyzed Multi‐Component One‐Pot Stepwise Route for the Synthesis of Polysubstituted 2‐Pyridones

Cs2CO3‐Catalyzed Multi‐Component One‐Pot Stepwise Route for the Synthesis of Polysubstituted 2‐Pyridones

Gold(i)-catalyzed synthesis of N-alkenyl 2-pyridonyl sec-amines

Contact Info

Product

Resources

About

Cs₂CO₃‐Catalyzed Multi‐Component One‐Pot Stepwise Route for the Synthesis of Polysubstituted 2‐Pyridones

Cs₂CO₃‐Catalyzed Multi‐Component One‐Pot Stepwise Route for the Synthesis of Polysubstituted 2‐Pyridones