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PreprintCC BY-NC-NDChemRxiv

One-Pot Synthesis of Oxazolines from Carboxylic Acids and Amino Alcohols using Phosphorus(V) Catalysis

  • Jacob J. Dalton1
  • Christopher Sandford1
  1. 1Department of Chemistry, University of Texas at San Antonio, One UTSA Circle, San Antonio, TX, United States, 78249
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Abstract

Oxazolines are important heterocycles for a range of industrial applications, and yet their synthesis from simple carboxylic acid and amino alcohol substrates requires multiple steps and stoichiometric reagents. Here, we demonstrate the one-pot direct synthesis using a bifunctional boronic acid/phosphorus(V) catalyst that is shown to catalyze both the amidation and cyclodehydration steps. Different classes of carboxylic acid coupling partners are surveyed, the mechanism for cyclodehydration investigated, and a variety of 2-substituted oxazolines prepared without the addition of stoichiometric reagents.

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Cite

BibTeXRIS
BibTeX
@misc{dalton2026onepot,
  title = {{One-Pot Synthesis of Oxazolines from Carboxylic Acids and Amino Alcohols using Phosphorus(V) Catalysis}},
  author = {Jacob J. Dalton and Christopher Sandford},
  howpublished = {ChemRxiv},
  year = {2026},
  month = oct,
  doi = {10.26434/chemrxiv.15010757/v1},
  url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15010757/v1},
  note = {CC BY-NC-ND},
}
RIS
TY  - UNPB
TI  - One-Pot Synthesis of Oxazolines from Carboxylic Acids and Amino Alcohols using Phosphorus(V) Catalysis
AU  - Jacob J. Dalton
AU  - Christopher Sandford
PY  - 2026
DA  - 2026/10/21
PB  - ChemRxiv
DO  - 10.26434/chemrxiv.15010757/v1
UR  - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15010757/v1
AB  - Oxazolines are important heterocycles for a range of industrial applications, and yet their synthesis from simple carboxylic acid and amino alcohol substrates requires multiple steps and stoichiometric reagents. Here, we demonstrate the one-pot direct synthesis using a bifunctional boronic acid/phosphorus(V) catalyst that is shown to catalyze both the amidation and cyclodehydration steps. Different classes of carboxylic acid coupling partners are surveyed, the mechanism for cyclodehydration investigated, and a variety of 2-substituted oxazolines prepared without the addition of stoichiometric reagents.
ER  -