Synthesis of Azines in Solid State: Reactivity of Solid Hydrazine with Aldehydes and Ketones

Highly conjugated azines were prepared by solid state grinding of solid hydrazine and carbonyl compounds such as aldehydes and ketones, using a mortar and a pestle. Complete conversion to the azine product is generally achieved at room temperature within 24 h, without using solvents or additives. Th...

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Bibliographic Details
Published in:Organic letters 2011-12, Vol.13 (24), p.6386-6389
Main Authors: Lee, Byeongno, Lee, Kyu Hyung, Cho, Jaeheung, Nam, Wonwoo, Hur, Nam Hwi
Format: Article
Language:English
Subjects:
Aldehydes - chemistry
Azo Compounds - chemical synthesis
Azo Compounds - chemistry
Catalysis
Combinatorial Chemistry Techniques
Hydrazines - chemistry
Ketones - chemistry
Molecular Structure
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Summary:Highly conjugated azines were prepared by solid state grinding of solid hydrazine and carbonyl compounds such as aldehydes and ketones, using a mortar and a pestle. Complete conversion to the azine product is generally achieved at room temperature within 24 h, without using solvents or additives. The solid-state reactions afford azines as the sole products with greater than 97% yield, producing only water and carbon dioxide as waste.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol202593g