ArticleThe Journal of organic chemistry2025
Multicomponent Synthesis of 3-Thiazolines Using a Modified Asinger-Type Reaction.
Article in The Journal of organic chemistry, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.
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1 citing paper in PubMed.
- A Three-Layer Transformation Strategy toward Functionalized Fused Hydantoins and Diketopiperazines.Organic letters · 2026Article
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Authors and funding
5 authors.
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Abstract
The classical Asinger reaction is a four-component process combining sulfur, ammonia, and oxo compounds to access 3-thiazolines, but its efficiency can be hampered by in situ ammonia-derived imine formation. We report a one-pot, two-step modification using preformed trimethylsilyl-imines to efficiently yield the desired 3-thiazolines. This method tolerates a wide range of aromatic aldehydes and α-halocarbonyl compounds under microwave irradiation. Benzothiazole-3-thiazoline products undergo bond isomerization to 2-thiazolines in HFIP under elevated microwave conditions, facilitating the synthesis of (±)-firefly luciferin and related derivatives.
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Registered trials
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