Metal-Free C(sp³)–Si Activation Enables Regiocontrolled [4+2] Cycloaddition to Benzosilacycloethers

Liuzhou Gao; Yanxuan Wen; Yan Sun; Yan Sun; Jingyi Hu; Shenglong Wang; Zhenxing Li; Ying Han; Yidong Wang

doi:10.1039/d5gc03044g

January 1, 2025Green Chemistry

Metal-Free C(sp³)–Si Activation Enables Regiocontrolled [4+2] Cycloaddition to Benzosilacycloethers

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Key Points

The method enables regioselective [4+2] cycloaddition of benzosilacyclobutanes with activated ketones.
DMSO acts as a mild Lewis base to facilitate the cycloaddition process effectively.
This sustainable, transition-metal-free approach offers a novel strategy for chemical synthesis.
The findings suggest that metal-free conditions can lead to valuable synthetic routes in organic chemistry.

Implication

This sustainable approach demonstrates regioselective cycloaddition in ketones, highlighting DMSO's dual role.

Abstract

We herein report a sustainable, transition-metal-free strategy for the inverse site-selective [4+2] cycloaddition of benzosilacyclobutanes with activated ketones, enabled by the dual role of DMSO as a mild Lewis base...

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Cite This Study

Gao et al. (2025) studied this question.

synapsesocial.com/papers/68c1b5fe54b1d3bfb60eabaf https://doi.org/10.1039/d5gc03044g

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Metal-Free C(sp³)–Si Activation Enables Regiocontrolled [4+2] Cycloaddition to Benzosilacycloethers

Key Points

Implication

Abstract

Discussion

Cite This Study

Metal-Free C(sp³)–Si Activation Enables Regiocontrolled [4+2] Cycloaddition to Benzosilacycloethers

Key Points

Implication

Abstract

Discussion

Cite This Study

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