Base-Mediated Cyclization of N-Benzyl Ketimines with Vinyl Sulfoxides: An Approach to Polysubstituted 1-Pyrrolines DOI

Tenglong Xu,

Donghao Wang, Zhen Liang

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 29, 2025

A protocol for synthesizing polysubstituted 1-pyrrolines (3,4-dihydro-2H-pyrrole) via base-mediated [3 + 2] cycloaddition of vinyl sulfoxides with N-benzyl ketimines under mild conditions has been developed. The methodology exhibits exceptional functional group compatibility, demonstrating applicability to both terminal and internal sulfoxide substrates. Control experiments 1H NMR analyses have conducted propose a plausible reaction pathway. synthetic value this strategy further validated through successful gram-scale synthesis subsequent transformation the products into diverse derivatives.

Language: Английский

Base-Mediated Cyclization of N-Benzyl Ketimines with Vinyl Sulfoxides: An Approach to Polysubstituted 1-Pyrrolines DOI

Tenglong Xu,

Donghao Wang, Zhen Liang

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 29, 2025

A protocol for synthesizing polysubstituted 1-pyrrolines (3,4-dihydro-2H-pyrrole) via base-mediated [3 + 2] cycloaddition of vinyl sulfoxides with N-benzyl ketimines under mild conditions has been developed. The methodology exhibits exceptional functional group compatibility, demonstrating applicability to both terminal and internal sulfoxide substrates. Control experiments 1H NMR analyses have conducted propose a plausible reaction pathway. synthetic value this strategy further validated through successful gram-scale synthesis subsequent transformation the products into diverse derivatives.

Language: Английский

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