NDLI: Blue Amino Acids Derived from Azulen-1-ylboronic Acid Pinacol Ester via the Petasis Reaction

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Blue Amino Acids Derived from Azulen-1-ylboronic Acid Pinacol Ester via the Petasis Reaction

Content Provider	Scilit
Author	Murafuji, Toshihiro Tasaki, Yusuke Fujinaga, Masayuki Tao, Keisuke Kamijo, Shin Ishiguro, Katsuya
Copyright Year	2016
Description	Azulen-1-ylboronic acid pinacol ester undergoes a three-component Petasis reaction with amines and glyoxylic acid hydrate to give azulenylglycine derivatives in good yields. The progress of the reaction is indicated by a characteristic color change from violet to blue due to the altered π-conjugation of the azulene chromophore. The azulenylboronic ester is more reactive than its phenyl counterpart and even 2-styryl- and 2-thienylboronic pinacol esters, which have a strong electron-donating organyl group on boron. These results reflect the unique π-electron system of non-alternant azulene.
Related Links	http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0036-1588907.pdf
Ending Page	1042
Page Count	6
Starting Page	1037
ISSN	00397881
e-ISSN	1437210X
DOI	10.1055/s-0036-1588907
Journal	Synthesis
Issue Number	05
Volume Number	49
Language	English
Publisher	Georg Thieme Verlag KG
Publisher Date	2016-11-22
Access Restriction	Open
Subject Keyword	Journal: Synthesis Organic Chemistry Amino Acids Multicomponent Reactions Petasis Reaction
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Catalysis

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