An Integrated Building Block for Cascade Diels–Alder and Hetero-Diels–Alder Reactions

An Integrated Building Block for Cascade Diels–Alder and Hetero-Diels–Alder Reactions

The Diels–Alder (DA) reaction and hetero-Diels–Alder (HDA) reaction are among the most powerful methods for the construction of carbocycles and heterocycles. Herein, an integrated building block of DA and HDA reactions is described. The triazenyl dienes could undergo a DA reaction, while the newly r...

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Veröffentlicht in:Organic letters 2022-04, Vol.24 (14), p.2689-2693
Hauptverfasser: Xu, Shuheng, Zeng, Linwei, Cui, Sunliang
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Sprache:eng
Schlagworte:
Alkenes
Cycloaddition Reaction
Electrons
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container_title Organic letters
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creator Xu, Shuheng
Zeng, Linwei
Cui, Sunliang
description The Diels–Alder (DA) reaction and hetero-Diels–Alder (HDA) reaction are among the most powerful methods for the construction of carbocycles and heterocycles. Herein, an integrated building block of DA and HDA reactions is described. The triazenyl dienes could undergo a DA reaction, while the newly released alkene moiety and the triazene were able to engage in a HDA reaction. In these processes, the triazene group could facilitate the electron-demand DA reaction and also act as a fragment of diazadiene.
doi_str_mv 10.1021/acs.orglett.2c00774
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subjects Alkenes
Cycloaddition Reaction
Electrons
title An Integrated Building Block for Cascade Diels–Alder and Hetero-Diels–Alder Reactions
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