Allylation of Lactol in Water

We developed a water-promoted cross-coupling of 3-hydroxyisobenzofuran-1(3<i>H</i>)-ones and allylic boronates under biocompatible conditions. This approach facilitates the synthesis of diverse 3-allylic phthalides with high yields and exceptional selectivity in a metal-free manner. The versatility and practicality of this protocol underscore its significant potential for drug development and applications in medicinal chemistry.

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Publication Details

Journal
Organic Letters
Published
2024-11-20
DOI
https://doi.org/10.1021/acs.orglett.4c04189
Citations
3
Primary Topic
Chemical Synthesis and Reactions
Type
article
Field-Weighted Citation Impact
0.75

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article

Allylation of Lactol in Water

Teck‐Peng Loh, Mengxue Zheng, Lei Zhang, Zhenguo Zhang et al.
3 citations
Organic Letters
Chemical Synthesis and Reactions
0.75
article

Allylation of Lactol in Water

Teck‐Peng Loh, Mengxue Zheng, Lei Zhang, Zhenguo Zhang, Peizhong Xie, Wenxiu Gao, Kaiyu Yan
article en
3 citations

Abstract

We developed a water-promoted cross-coupling of 3-hydroxyisobenzofuran-1(3<i>H</i>)-ones and allylic boronates under biocompatible conditions. This approach facilitates the synthesis of diverse 3-allylic phthalides with high yields and exceptional selectivity in a metal-free manner. The versatility and practicality of this protocol underscore its significant potential for drug development and applications in medicinal chemistry.

Organic LettersVol. 26(47)
Nanjing Tech University (CN), Tianjin Chengjian University (CN), Nanyang Technological University (SG), Henan University of Technology (CN)
Nanyang Technological University, National Natural Science Foundation of China, Natural Science Foundation of Jiangsu Province, Six Talent Peaks Project in Jiangsu Province, Advanced Remanufacturing and Technology Centre
Clean water and sanitation
Openalex Percentile: Top 31%
Chemical Synthesis and Reactions
0.75
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