An Easy Access to 2-Substituted Azulenes from Azulene-2-boronic Acid Pinacol Ester

Azulene-2-boronic acid pinacol ester was conveniently transformed into 2-substituted azulenes bearing carboxyl, formyl, ester, or amino groups, which are difficult to access by conventional methods. Furthermore, the azulene-2-carboxylic acid thus synthesized was subjectcd to the Ugi four-component c...

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Bibliographic Details
Published inSynthesis (Stuttgart) no. 23; pp. 3745 - 3748
Main Authors Fujinaga, Masayuki, Suetake, Kouichi, Gyoji, Kazuhiro, Murafuji, Toshihiro, Kurotobi, Kei, Sugihara, Yoshikazu
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 01.12.2008
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
HOLE-INJECTING MATERIAL
azulene
boronic acid ester
REAGENTS
CROSS-COUPLING REACTION
MIYAURA
borylation
cross-coupling
DEVICES
Ugi four-component reaction
DERIVATIVES
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Summary:Azulene-2-boronic acid pinacol ester was conveniently transformed into 2-substituted azulenes bearing carboxyl, formyl, ester, or amino groups, which are difficult to access by conventional methods. Furthermore, the azulene-2-carboxylic acid thus synthesized was subjectcd to the Ugi four-component condensation to obtain a dipeptide-type product containing an azulene skeleton.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0028-1083224