Title of article
Synthesis of 4-aminoguaiazulene and its δ-lactam derivatives
Author/Authors
Kiriazis، نويسنده , , Alexandros and Aumüller، نويسنده , , Ingo B. and Yli-Kauhaluoma، نويسنده , , Jari، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2011
Pages
3
From page
1151
To page
1153
Abstract
A method for nitrogen insertion into guaiazulene hydrocarbons is developed. A one-pot reaction of 7-isopropyl-1-methylazulene-4-carboxylic acid, diphenylphosphoryl azide, and an alcohol (MeOH, tBuOH or BnOH) affords the corresponding carbamates. Deprotection of benzyl (7-isopropyl-1-methylazulen-4-yl)carbamate under basic conditions gave 4-aminoguaiazulene, which undergoes ring annulation reactions with 1,2-dicarbonyl reagents to yield tricyclic δ-lactams.
Keywords
Azulene , Conjugation , Amine , heterocycle , Lactam
Journal title
Tetrahedron Letters
Serial Year
2011
Journal title
Tetrahedron Letters
Record number
1877121
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