Controllable Synthesis of N-H or N-Me C7-Substituted Indazoles via Cascade Reaction of α-Diazo Esters with Aryne Precursors

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This is a Experimental Study study.

Jing‐Yi Fan; Qiang Wang; S. M. Jia; Yuxuan Zhang; Ming-Chuan Wang; Wan‐Xuan Zhang; Linxing Zhang; Liang‐Qiu Lu; Bin‐Jie Li

doi:10.1039/d5qo01181g

January 1, 2025Organic Chemistry Frontiers

Controllable Synthesis of N-H or N-Me C7-Substituted Indazoles via Cascade Reaction of α-Diazo Esters with Aryne Precursors

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Key Points

Cycloaddition produces C7-substituted indazoles through a metal-free reaction.
Key evidence shows successful decarboxylation in this new protocol.
Evaluation through cascade reaction methods enables high regioselectivity.
Improvements in this metal-free synthesis may enable broader applications in organic chemistry.

Implication

The synthesis demonstrates cycloaddition yielding C7-substituted indazoles, suggesting a metal-free approach may improve efficiency.

Abstract

A metal-free, highly regioselective [3+2] cycloaddition of cyclic diaryl λ³-bromanes and α-diazo has been developed for the controllable synthesis of valuable C7-aryl 3-substituted 1H-indazoles. This protocol involves cascade cycloaddition/decarboxylation to...

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Cite This Study

Fan et al. (2025) studied this question.

synapsesocial.com/papers/68f984011881b68f3b7ae3cc https://doi.org/10.1039/d5qo01181g

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Controllable Synthesis of N-H or N-Me C7-Substituted Indazoles via Cascade Reaction of α-Diazo Esters with Aryne Precursors

Key Points

Implication

Abstract

Discussion

Cite This Study

Controllable Synthesis of N-H or N-Me C7-Substituted Indazoles via Cascade Reaction of α-Diazo Esters with Aryne Precursors

Key Points

Implication

Abstract

Discussion

Cite This Study

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