Synthesis 2024; 56(11): 1719-1726
DOI: 10.1055/s-0042-1751463
paper
New Trends in Organic Synthesis from Chinese Chemists

Boryl Radical-Promoted Deoxygenative Alkylation of Benzyl Acetates

Nan-Nan Liu
,
Xuan-Chen Wan
,
Li-Wen Hui
,
Feng-Lian Zhang
,
Yi-Feng Wang
We thank the National Natural Science Foundation of China (21971226, 22171253), Natural Science Foundation of Anhui Province (2108085MB59), and the Fundamental Research Funds for the Central Universities (WK2060000017) for financial support of this research.


Abstract

Deoxygenative alkylation of benzyl alcohols was realized by using acetate as the alcohol activation group. The C–O bond homolysis is achieved by a boryl radical-promoted β-scission process. The strategy is amenable to a variety of benzyl alcohols, including primary, secondary, and more challenging tertiary alcohols. The synthetic practicability was demonstrated by a gram-scale one-pot reaction.

Supporting Information



Publication History

Received: 23 March 2023

Accepted after revision: 12 May 2023

Article published online:
27 June 2023

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