A simple efficient sequential one-pot intermolecular aza-Michael addition and intramolecular Buchwald–Hartwig α-arylation of amines: synthesis of functionalized tetrahydroisoquinolines

An efficient one-pot sequential intermolecular aza-Michael addition and Pd-catalyzed intramolecular Buchwald–Hartwig α-arylation of secondary amines have been investigated, for the synthesis of tetrahydroisoquinolines. This method is simple and furnished products in very good yield and also successf...

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Bibliographic Details
Published in:Tetrahedron 2012-09, Vol.68 (38), p.8003-8010
Main Authors: Reddy, Alavala Gopi Krishna, Satyanarayana, Gedu
Format: Article
Language:English
Subjects:
Aza-Michael
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Organic chemistry
Pd-catalysis
Preparations and properties
Sequential one-pot
Tetrahydroisoquinolines
α-Arylation
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Summary:An efficient one-pot sequential intermolecular aza-Michael addition and Pd-catalyzed intramolecular Buchwald–Hartwig α-arylation of secondary amines have been investigated, for the synthesis of tetrahydroisoquinolines. This method is simple and furnished products in very good yield and also successfully applied for the synthesis of novel aza-spirotricylcic ethers. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2012.06.106