Studies on Acetylenic Compounds. XXXIX. The Addition Reaction of Cyanogen Bromide to Acetylenic Compounds

Studies on Acetylenic Compounds. XXXIX. The Addition Reaction of Cyanogen Bromide to Acetylenic Compounds

The addition of cyanogen bromide to an acetylenic bond was studied. Phenylacetylene reacted with cyanogen bromide in the presence of aluminum bromide to afford trans-β-bromocinnamonitrile. Similarly, p-bromo-and p-methoxyphenylacetylene, tolane and methylphenylacetylene yielded corresponding β-bromo...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1964/12/25, Vol.12(12), pp.1446-1451
Hauptverfasser: Iwai, Issei, Iwashige, Tadahiro, Yura, Yasuo, Nakamura, Norio, Shinozaki, Kiyoshi
Format: Artikel
Sprache:eng
Schlagworte:
Acetylene
Alkynes
Bromides
Chemistry, Pharmaceutical
Cyanides
Cyanogen Bromide
Old Medline
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Zusammenfassung:The addition of cyanogen bromide to an acetylenic bond was studied. Phenylacetylene reacted with cyanogen bromide in the presence of aluminum bromide to afford trans-β-bromocinnamonitrile. Similarly, p-bromo-and p-methoxyphenylacetylene, tolane and methylphenylacetylene yielded corresponding β-bromocinnamonitriles. Nevertheless, p-nitrophenylacetylene did not react with cyanogen bromide under the same conditions.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.12.1446