Publication:
Iodine-catalyzed, one-pot, three-component aza-Friedel-Crafts reaction of electron-rich arenes with aldehyde/carbamate combinations

Issued Date

2012-05-09

Resource Type

Article

ISSN

18733581
00404039

DOI

10.1016/j.tetlet.2012.03.024

Other identifier(s)

2-s2.0-84859507206

Rights

Mahidol University

Rights Holder(s)

SCOPUS

Bibliographic Citation

Tetrahedron Letters. Vol.53, No.19 (2012), 2476-2479

Suggested Citation

Jaray Jaratjaroonphong, Suppachai Krajangsri, Vichai Reutrakul Iodine-catalyzed, one-pot, three-component aza-Friedel-Crafts reaction of electron-rich arenes with aldehyde/carbamate combinations. Tetrahedron Letters. Vol.53, No.19 (2012), 2476-2479. doi:10.1016/j.tetlet.2012.03.024 Retrieved from: https://repository.li.mahidol.ac.th/handle/123456789/13731

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Title

Iodine-catalyzed, one-pot, three-component aza-Friedel-Crafts reaction of electron-rich arenes with aldehyde/carbamate combinations

Author(s)

Jaray Jaratjaroonphong
 Suppachai Krajangsri
 Vichai Reutrakul

Other Contributor(s)

Burapha University
 Mahidol University

Abstract

Iodine is shown to be an efficient catalyst for a one-step, three-component aza-Friedel-Crafts reaction of activated arenes or heteroarenes with benzyl or tert-butyl carbamates in combination with a wide variety of aldehydes in toluene under 'open-flask' and mild conditions. In the presence of 5 mol % of iodine in toluene at room temperature, the reaction gives the corresponding N-CBz or N-Boc protected α-branched amines, selectively, in good to excellent yields. © 2012 Elsevier Ltd. All rights reserved.

Keyword(s)

Biochemistry, Genetics and Molecular Biology
 Chemistry
 Pharmacology, Toxicology and Pharmaceutics

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URI

https://repository.li.mahidol.ac.th/handle/123456789/13731

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Scopus 2011-2015