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Chinese Journal of Organic Chemistry >

0 202502026 - 202502026

DOI: https://doi.org/10.6023/cjoc202502026

ARTICLE

The Reaction of Synthesizing α-Hydroxyamides from α-Ketoamides by Using Diiodine/Hydrosilane System

  • Siyan Feng ,
  • Zhuo Wang ,
  • Jin Jiang
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  • aSchool of Chemistry and Environmental Engineering, Sichuan University of Science and Engineering, Zigong, 643000

Received date: 2025-05-19

  Revised date: 2025-06-10

  Online published: 2025-07-14

Supported by

Natural Science Foundation of Sichuan Province (No. 2022NSFSC1241).

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Abstract

Both molecular iodine and hydrosilane are compounds that are easy to store and access, and the reactions involving them have the characteristic of simple operation. In this work, diiodine/hydrosilane system is used for the synthesis of α-hydroxyamides. α-Ketoamides are used as the raw materials, with chlorodimethylsilane serving as the hydrosilane, and the solvent is green ethyl acetate. The synthesis can be achieved within 40 minutes at room temperature. This synthesis method is easy to operate, has a short reaction time, a wide range of substrate scope, and good functional group tolerance. A total of 22 α-hydroxyamide products were obtained in this study, and a gram-scale experiment was conducted using 2-oxo-2-phenyl-N-(p-tolyl)acetamide as the starting material.

Key words： molecular iodine; hydrosilane; chlorodimethylsilane; α-hydroxyamides

Cite this article

Siyan Feng , Zhuo Wang , Jin Jiang . The Reaction of Synthesizing α-Hydroxyamides from α-Ketoamides by Using Diiodine/Hydrosilane System[J]. Chinese Journal of Organic Chemistry, 0 : 202502026 -202502026 . DOI: 10.6023/cjoc202502026

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