Concise, efficient and practical assembly of bromo-5,6-dimethoxyindole building blocks

A concise, efficient and simple route to a series of bromoindole building blocks is described. The synthetic routes are highlighted by purification-free preparation of o-nitrocinnamate intermediates and clean, modified Cadogan indole syntheses. The scope of this indole synthesis has been explored an...

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Bibliographic Details
Published in:Tetrahedron letters 2011-03, Vol.52 (12), p.1339-1342
Main Authors: Huleatt, Paul B., Lau, Jacelyn, Chua, Sheena, Tan, Yun Lei, Duong, Hung Anh, Chai, Christina L.L.
Format: Article
Language:English
Subjects:
Assembly
Chemistry
Cleaning
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Indoles
Microwaves
Nitrocinnamates
Nitrostyrenes
Noncondensed benzenic compounds
Organic chemistry
Phosphines
Preparations and properties
Solvents
Synthesis (chemistry)
Tetrahedrons
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Description
Summary:A concise, efficient and simple route to a series of bromoindole building blocks is described. The synthetic routes are highlighted by purification-free preparation of o-nitrocinnamate intermediates and clean, modified Cadogan indole syntheses. The scope of this indole synthesis has been explored and expanded through the use of a range of solvents and easily removable phosphine reagents.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.01.076