A straightforward synthesis of indazolo[3,2-a]isoquinolin-6-amines

4-Substituted 1-bromoisoquinolin-3-amines were subjected to Suzuki coupling with o-nitrophenylboronic acid to yield 1-(2-nitrophenyl) isoquinolinamines, which participated in Cadogan cyclization with triethyl phosphite under microwave irradiation in a sealed vial to yield fluorescent indazolo[3,2-a]...

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Bibliographic Details
Published inTetrahedron letters Vol. 54; no. 39; pp. 5338 - 5340
Main Authors Balog, József, Riedl, Zsuzsanna, Hajós, György
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 25.09.2013
Elsevier
Subjects
Chemistry
Chemistry, Organic
Cyclization
Fluorescence
Indazole
Inorganic salts
Joining
Microwaves
Nitrene
Physical Sciences
Science & Technology
Suzuki coupling
Synthesis (chemistry)
Tetrahedrons
Transformations
Vials
Suzuki coupling
Fluorescence
Nitrene
Cyclization
Indazole
SYSTEMS
DERIVATIVES
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Summary:4-Substituted 1-bromoisoquinolin-3-amines were subjected to Suzuki coupling with o-nitrophenylboronic acid to yield 1-(2-nitrophenyl) isoquinolinamines, which participated in Cadogan cyclization with triethyl phosphite under microwave irradiation in a sealed vial to yield fluorescent indazolo[3,2-a]isoquinolin-6-amines. The new compounds were also functionalized by transformation of the amino group.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2013.07.106