Transition-Metal-Free Sonogashira-Type Coupling of ortho-Substituted Aryl and Alkynyl Grignard Reagents by Using 2,2,6,6-Tetramethylpiperidine-N-oxyl Radical as an Oxidant
Modhu Sudan Maji, Sandip Murarka and Armido Studer*
*Organisch-Chemisches Institut, Westfälische
Wilhelms-Universität, Corrensstraβe 40, 48149 Münster, Germany, Email: studer
uni-muenster.de
M. S. Maji, S. Murarka, A. Studer, Org. Lett., 2010, 12, 3878-3881.
DOI: 10.1021/ol1015702
Abstract
Cross coupling of ortho-substituted aryl Grignard reagents with alkynyl Grignard reagents can be performed without adding any transition metal in the presence of 2,2,6,6-tetramethylpiperidine-N-oxyl radical (TEMPO) as an environmentally benign organic oxidant. Importantly, functional groups such as esters, amides, and cyanides are tolerated.
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Key Words
Akynylation, Green Chemistry, TEMPO
ID: J54-Y2010-2500
