What question did this study set out to answer?

To comprehensively survey the preparation, reactivity, and synthetic applications of ynamides as stable and versatile nitrogen-substituted alkyne functional groups in organic synthesis.

April 29, 2010Chemical ReviewsOpen Access

Ynamides: A Modern Functional Group for the New Millennium

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Authors

KDKyle A. DeKorverCorteva (United States)HLHongyan LiJinan University ALAndrew G. LohseUniversity of Michigan

Discussion

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Implication

Review demonstrates versatile reactivity profiles of ynamides across diverse chemical transformations, highlighting their value as robust building blocks for complex molecule synthesis.

Key Points

To comprehensively survey the preparation, reactivity, and synthetic applications of ynamides as stable and versatile nitrogen-substituted alkyne functional groups in organic synthesis.
Reviewed synthetic routes developed for the construction of carbon-nitrogen triple bonds bearing electron-withdrawing groups.
Evaluated reaction pathways including nucleophilic and electrophilic additions, transition-metal catalysis, cycloadditions, and radical processes.
Assessed synthetic utility across natural product targets and heterocyclic scaffolds.
Demonstrated that the presence of an electron-withdrawing group on the nitrogen atom stabilizes the ynamine scaffold while preserving high regioselective reactivity.
Cataloged widespread successful applications of ynamides in thermal cycloadditions, transition-metal-catalyzed cyclizations, and tandem cascade transformations.
Showed that modern coupling methodologies offer straightforward, scalable access to diverse ynamide building blocks.

Cite This Study

DeKorver et al. (2010) studied this question.

synapsesocial.com/papers/69d98064387cf706986845e7 https://doi.org/10.1021/cr100003s

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April 29, 2010Chemical ReviewsOpen Access

Ynamides: A Modern Functional Group for the New Millennium

View Full Paper

Ask AI

Bookmark

Authors

KDKyle A. DeKorverCorteva (United States)HLHongyan LiJinan University ALAndrew G. LohseUniversity of Michigan

Discussion

Member takes

Implication

Review demonstrates versatile reactivity profiles of ynamides across diverse chemical transformations, highlighting their value as robust building blocks for complex molecule synthesis.

Key Points

To comprehensively survey the preparation, reactivity, and synthetic applications of ynamides as stable and versatile nitrogen-substituted alkyne functional groups in organic synthesis.
Reviewed synthetic routes developed for the construction of carbon-nitrogen triple bonds bearing electron-withdrawing groups.
Evaluated reaction pathways including nucleophilic and electrophilic additions, transition-metal catalysis, cycloadditions, and radical processes.
Assessed synthetic utility across natural product targets and heterocyclic scaffolds.
Demonstrated that the presence of an electron-withdrawing group on the nitrogen atom stabilizes the ynamine scaffold while preserving high regioselective reactivity.
Cataloged widespread successful applications of ynamides in thermal cycloadditions, transition-metal-catalyzed cyclizations, and tandem cascade transformations.
Showed that modern coupling methodologies offer straightforward, scalable access to diverse ynamide building blocks.

Cite This Study

DeKorver et al. (2010) studied this question.

synapsesocial.com/papers/69d98064387cf706986845e7 https://doi.org/10.1021/cr100003s

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