Squaramide-catalyzed asymmetric regioselective allylic alkylation of 4-aminopyrazolones with Morita–Baylis–Hillman carbonates

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(35), С. 7173 - 7179

Опубликована: Янв. 1, 2023

An efficient squaramide-catalyzed asymmetric allylic alkylation of 4-aminopyrazolones with various MBH carbonates via different pathways has been described. This method provides access to a series pyrazolone derivatives bearing nitrogen-containing quaternary stereocenter in high yields excellent enantioselectivities and regioselectivities under mild conditions. In addition, we utilized the target products construct range bi-heterocyclic skeletons through [3 + 2] cycloadditions. These novel hybrid heterocycles would be promising candidates for drug-discovery programs chemical biology.

Язык: Английский

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Dabco-Catalyzed Branched N-Allylic Substitution of Lactams and Related Unsaturated Heteroaromatics

Опубликована: Янв. 1, 2024

A mild and efficient method for the synthesis of branched N-allylic lactams related N-heteroaromatics was reported. This strategy involves a DABCO-catalyzed SN2'-SN2' type alkylation with Morita−Baylis−Hillman (MBH) carbonates. wide scope N-heterocycles as well MBH carbonates are tolerated, various N-substituted products were obtained in moderate to excellent yields. The potential applications further demonstrated by converting allylic into complex heterocycles.

Язык: Английский

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DABCO-catalyzed branched N-allylic substitution of lactams and related unsaturated heteroaromatics

Tetrahedron, Год журнала: 2024, Номер 161, С. 134073 - 134073

Опубликована: Май 29, 2024

Язык: Английский

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

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(27), С. 5646 - 5652

Опубликована: Янв. 1, 2024

One-pot gold( i )-catalyzed synthesis was developed in order to prepare N -alkenyl 2-pyridonyl amines. This method provides a series of amines moderate excellent yields (up 98%).

Язык: Английский

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Unveiling the role of Lewis bases in cascade furan Diels–Alder cycloadditions: asymmetric synthesis of polycyclic quinazolinones

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(19), С. 5488 - 5494

Опубликована: Янв. 1, 2024

A Lewis base catalyzed asymmetric substitution/IMDAF reaction for the synthesis of polycyclic quinazolinones has been developed. The key role in IMDAF process unveiled.

Язык: Английский

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Phosphine-catalyzed synthesis of (Z)-N-alkenyl-2-pyridones: A dual Z-diastereoselective and N-selective approach under mild conditions

Tetrahedron, Год журнала: 2024, Номер 166, С. 134206 - 134206

Опубликована: Авг. 22, 2024

Язык: Английский

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