Publication:
Iodine-catalyzed Friedel-Crafts alkylation of electron-rich arenes with aldehydes: efficient synthesis of triarylmethanes and diarylalkanes

Issued Date

2009-11-04

Resource Type

Article

ISSN

00404039

DOI

10.1016/j.tetlet.2009.08.036

Other identifier(s)

2-s2.0-70149089461

Rights

Mahidol University

Rights Holder(s)

SCOPUS

Bibliographic Citation

Tetrahedron Letters. Vol.50, No.44 (2009), 6012-6015

Suggested Citation

Jaray Jaratjaroonphong, Supaporn Sathalalai, Prapapan Techasauvapak, Vichai Reutrakul Iodine-catalyzed Friedel-Crafts alkylation of electron-rich arenes with aldehydes: efficient synthesis of triarylmethanes and diarylalkanes. Tetrahedron Letters. Vol.50, No.44 (2009), 6012-6015. doi:10.1016/j.tetlet.2009.08.036 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/27119

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Title

Iodine-catalyzed Friedel-Crafts alkylation of electron-rich arenes with aldehydes: efficient synthesis of triarylmethanes and diarylalkanes

Author(s)

Jaray Jaratjaroonphong
 Supaporn Sathalalai
 Prapapan Techasauvapak
 Vichai Reutrakul

Other Contributor(s)

Faculty of Science
 Mahidol University

Abstract

Iodine is shown to be an efficient catalyst for the Friedel-Crafts alkylation of arenes with a wide variety of aldehydes in toluene under 'open-flask' and mild conditions. In the presence of 10 mol % of iodine, the reaction of arenes with aromatic aldehydes gives the corresponding triarylmethane derivatives (TRAMs), regioselectively, in good to excellent yields. On the other hand, a series of diarylalkane derivatives is synthesized smoothly by the reaction with aliphatic aldehydes. © 2009 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/20.500.14594/27119

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