Phosphine‐Catalyzed Tandem Annulation/Rearrangement Reaction of Enynes with N‐Tosylimines DOI

Siting Qu,

Shuang Gu, Yi Tang

et al.

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(16)

Published: April 1, 2025

Abstract A phosphine‐catalyzed tandem annulation/rearrangement reaction of yne‐enones with N ‐tosylimines has been developed, which proceeds well to afford the conjugated imines in moderate high yields as single geometric isomer. Under mild conditions, this shows good tolerance for a variety and ‐tosylimines. This article provides 26 examples up 94% diastereoselectivity greater than 20:1. The scale‐up further transformations were also successful, making it powerful tool synthesis imine derivatives isomers. In addition, reasonable mechanism involving [2 + 2] cycloaddition rearrangement is proposed.

Language: Английский

Phosphine‐Catalyzed Tandem Annulation/Rearrangement Reaction of Enynes with N‐Tosylimines DOI

Siting Qu,

Shuang Gu, Yi Tang

et al.

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(16)

Published: April 1, 2025

Abstract A phosphine‐catalyzed tandem annulation/rearrangement reaction of yne‐enones with N ‐tosylimines has been developed, which proceeds well to afford the conjugated imines in moderate high yields as single geometric isomer. Under mild conditions, this shows good tolerance for a variety and ‐tosylimines. This article provides 26 examples up 94% diastereoselectivity greater than 20:1. The scale‐up further transformations were also successful, making it powerful tool synthesis imine derivatives isomers. In addition, reasonable mechanism involving [2 + 2] cycloaddition rearrangement is proposed.

Language: Английский

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