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Peer-reviewedCC BY-NC-ND 4.0Beilstein Journal of Organic Chemistry

Synthesis of spiro-1,2-dihydropyridine derivatives via cycloisomerization of 3-aza-1,5-enynes catalyzed by gold(I) complex/polyoxometalate hybrids

  • Titien Simon
  • Fabian Schlimpen
  • Pierre de Frémont
  • Stefan Chassaing
  • Aurélien Blanc
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Abstract

This study reports an optimized method for the synthesis of spiro-1,2-dihydropyridines via the cycloisomerization of 3-aza-1,5-enynes, catalyzed by heterogeneous gold(I)–polyoxometalate (POM) hybrids. By replacing traditional homogeneous catalysts with these hybrid systems, we achieved high yields (up to 82% isolated) in short reaction times, while minimizing product degradation. The reaction scope was demonstrated across a broad range of substrates, including aryl, alkyl, and heterocyclic derivatives, as well as variations in ring size and nitrogen substituents using 5 mol % of [AuI(IPr)(MeCN)][H₅P₂W₁₈O₆₄] as catalyst.

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Cite

BibTeXRIS
BibTeX
@article{simon2026synthesis,
  title = {{Synthesis of spiro-1,2-dihydropyridine derivatives via cycloisomerization of 3-aza-1,5-enynes catalyzed by gold(I) complex/polyoxometalate hybrids}},
  author = {Titien Simon and Fabian Schlimpen and Pierre de Frémont and Stefan Chassaing and Aurélien Blanc},
  journal = {Beilstein Journal of Organic Chemistry},
  year = {2026},
  month = sep,
  doi = {10.3762/bjoc.22.106},
  url = {https://hal.science/hal-05768292v1},
  note = {CC BY-NC-ND 4.0},
}
RIS
TY  - JOUR
TI  - Synthesis of spiro-1,2-dihydropyridine derivatives via cycloisomerization of 3-aza-1,5-enynes catalyzed by gold(I) complex/polyoxometalate hybrids
AU  - Titien Simon
AU  - Fabian Schlimpen
AU  - Pierre de Frémont
AU  - Stefan Chassaing
AU  - Aurélien Blanc
PY  - 2026
DA  - 2026/09/28
JO  - Beilstein Journal of Organic Chemistry
DO  - 10.3762/bjoc.22.106
UR  - https://hal.science/hal-05768292v1
AB  - This study reports an optimized method for the synthesis of spiro-1,2-dihydropyridines via the cycloisomerization of 3-aza-1,5-enynes, catalyzed by heterogeneous gold(I)–polyoxometalate (POM) hybrids. By replacing traditional homogeneous catalysts with these hybrid systems, we achieved high yields (up to 82% isolated) in short reaction times, while minimizing product degradation. The reaction scope was demonstrated across a broad range of substrates, including aryl, alkyl, and heterocyclic derivatives, as well as variations in ring size and nitrogen substituents using 5 mol % of [AuI(IPr)(MeCN)][H₅P₂W₁₈O₆₄] as catalyst.
SN  - 1860-5397
ER  -