Manganese dioxide mediated one-pot synthesis of methyl 9H-pyrido[3,4-b]indole-1-carboxylate : concise synthesis of alangiobussinine
Baiget, Jessica and Llona-Minguez, Sabin and Lang, Stuart and MacKay, Simon P. and Suckling, Colin J. and Sutcliffe, Oliver B. (2011) Manganese dioxide mediated one-pot synthesis of methyl 9H-pyrido[3,4-b]indole-1-carboxylate : concise synthesis of alangiobussinine. Beilstein Journal of Organic Chemistry, 7. pp. 1407-1411. ISSN 1860-5397
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The carboline ring system is an important pharmacophore found in a number of biologically important targets. Development of synthetic routes for the preparation of these compounds is important in order to prepare a range of analogues containing the carboline heterocyclic moiety. A manganese dioxide mediated one-pot method starting with an activated alcohol and consisting of alcohol oxidation, Pictet–Spengler cyclisation, and oxidative aromatisation, offers a convenient process that allows access to β-carbolines. This one-pot process for the preparation of methyl 9H-pyrido[3,4-b]indole-1-carboxylate has subsequently been used as the key step in the synthesis of alangiobussinine and a closely related analogue.
Creators(s): |
Baiget, Jessica, Llona-Minguez, Sabin, Lang, Stuart, MacKay, Simon P. ![]() | Item type: | Article |
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ID code: | 35327 |
Keywords: | manganese dioxide , one-pot synthesis , mediated , methyl 9H-pyrido[3,4-b]indole-1-carboxylate, alangiobussinine, alkaloid synthesis, tandem reaction , oxidation, heterocycle, carboline, Pharmacy and materia medica, Chemistry, Organic Chemistry |
Subjects: | Medicine > Pharmacy and materia medica Science > Chemistry |
Department: | Faculty of Science > Strathclyde Institute of Pharmacy and Biomedical Sciences Faculty of Science > Pure and Applied Chemistry |
Depositing user: | Pure Administrator |
Date deposited: | 27 Oct 2011 16:47 |
Last modified: | 20 Jan 2021 19:47 |
Related URLs: | |
URI: | https://strathprints.strath.ac.uk/id/eprint/35327 |
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