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Synfacts 2025; 21(01): 61
DOI: 10.1055/a-2467-5998
Polymer-Supported Synthesis

Dehydrogenative Annulation of 3-Amino Alcohols with Secondary Alcohols by Cobalt Nanoparticles

Contributor(s):
Yasuhiro Uozumi 
,
Kenji Tsukamoto
Ren C, Chen S, Yuan Z, Fu R, Cui Y, Ma Z *, Li W *, Li X *. Zunyi Medical University, P. R. China; Changzhou University, Jiangsu, P. R. China
Cobalt Nanoparticles Catalyzed N-Heterocycles Synthesis via Acceptorless Dehydrogenative Coupling.

Chem. Eur. J. 2024;
30: e202402168
DOI: 10.1002/chem.202402168
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Keywords

dehydrogenative annulation - cobalt catalysis - amino alcohols - secondary alcohols - quinolines - pyridines

Significance

Cobalt catalyst Co-Si/CN was prepared via zeolitic imidazolate frameworks according to equation 1. Co-Si/CN promoted the acceptorless dehydrogenative coupling of 2-aminobenzyl alcohols with secondary alcohols in the presence of K3PO4 in toluene at 140 °C for 24 hours to give the corresponding quinolines (40 examples) in up to 94 % yield (eq 2).


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Comment

Co-Si/CN also catalyzed the dehydrogenative coupling of 3-aminopropanol with 1-arylethanols in the presence of t-BuOK in toluene at 150 °C for 24 hours to afford 2-arylpyridines (4 examples) in up to 87 % yield (eq 3). In situ generation of 2-aminobenzaldehyde and acetophenone was observed by 1H NMR under the catalytic conditions.


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Publication History

Article published online:
20 December 2024

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