Synthesis of indolocyclotriveratrylenes

Indolocyclotriveratrylenes linked through C2 and C3 can be prepared by acid-catalysed reactions of indole-2- or -3-methanols. The initial example, compound 1 has been confirmed, and an X-ray crystal structure is reported. Seven new examples of indolocyclotriveratrylenes, namely 7, 9, 11, 13, 17, 28...

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Bibliographic Details
Published in:Tetrahedron 2009-08, Vol.65 (31), p.5977-5983
Main Authors: Santoso, Mardi, Somphol, Kittiya, Kumar, Naresh, Black, David StC
Format: Article
Language:English
Subjects:
Acid-catalysts
Benzylic alcohols
Catalysis
Catalysts: preparations and properties
Chemistry
Cyclotriveratrylenes
Exact sciences and technology
General and physical chemistry
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings
Indoles
Organic chemistry
Preparations and properties
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
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Summary:Indolocyclotriveratrylenes linked through C2 and C3 can be prepared by acid-catalysed reactions of indole-2- or -3-methanols. The initial example, compound 1 has been confirmed, and an X-ray crystal structure is reported. Seven new examples of indolocyclotriveratrylenes, namely 7, 9, 11, 13, 17, 28 and 29 are described. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2009.05.092