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Indium(I) bromide-mediated bromocyanomethylation of carbonyl compounds

✍ Scribed by J.A. Nóbrega; Simone M.C. Gonçalves; C. Peppe


Book ID
104210601
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
149 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis


Bromocyanomethylation of a variety of carbonyl compounds to produce the corresponding 2-bromo-3hydroxynitriles has been achieved in moderate to good yields by the action of dibromoacetonitrile and indium(I) bromide. Moderate diastereoselectivity was observed. Exclusive mono-coupling at the carbonyl group was found with 1,2-diketones and a-haloketones.


📜 SIMILAR VOLUMES


Indium-mediated allylation of carbonyl c
✍ Teck-Peng Loh; Zheng Yin; Hong-Yan Song; Kee-Leng Tan 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 315 KB

Anomalous syn-diastereoselectivity of indium-mediated coupling of aldehydes with bromides Z-3b and E-3b is reported. The reaction afforded high syn selectivity regardless of the allylic bromide geometry. Preliminary studies on the enantioselective indium-mediated allylation were attempted and found