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Issue 33, 2013
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Synthesis of (2-alkylthiothiazolin-5-yl)methyl dodecanoates via tandem radical reaction

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Abstract

A series of (2-alkylthiothiazolin-5-yl)methyl dodecanoates was synthesized from various alkyl N-allylcarbamodithioates and dilauroyl peroxide via a tandem radical hydrogen-abstraction–cyclization–substitution/combination reaction with a 5-exo-trig radical cyclization as a key step. The current route is the first, convenient, and efficient synthesis of (2-alkylthiothiazolin-5-yl)methanol derivatives.

Graphical abstract: Synthesis of (2-alkylthiothiazolin-5-yl)methyl dodecanoates via tandem radical reaction

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Article information


Submitted
26 Mar 2013
Accepted
04 Jul 2013
First published
04 Jul 2013

Org. Biomol. Chem., 2013,11, 5481-5490
Article type
Paper

Synthesis of (2-alkylthiothiazolin-5-yl)methyl dodecanoates via tandem radical reaction

S. Kakaei and J. Xu, Org. Biomol. Chem., 2013, 11, 5481
DOI: 10.1039/C3OB41229F

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