N-Heterocyclic Carbene-Catalyzed Synthesis of 2-Aryl Indoles
Transition metal-free catalytic methods for access to 2-arylindole compounds.
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Paragraph 0038-0041; 0044-0045; 0046-0047
(2015/11/27)
N-heterocyclic-carbene-catalyzed synthesis of 2-aryl indoles
A convergent and efficient transition-metal-free catalytic synthesis of 2-aryl-indoles has been developed. The interception of a highly reactive and transient aza-ortho-quinone methide by an acyl anion equivalent generated through N-hetereocyclic carbene catalysis is central to this successful strategy. High yields and a wide scope as well as the streamlined synthesis of a kinase inhibitor are reported. Umpolung: N-heterocyclic carbene catalysis is used for the convergent and efficient transition-metal-free synthesis of 2-aryl-indoles. The interception of a highly reactive and transient aza-ortho-quinone methide by an acyl anion equivalent is central to this successful strategy. The reaction exhibits high yields and a wide scope, and it has been applied to a streamlined synthesis of a kinase inhibitor.
Hovey, M. Todd,Check, Christopher T.,Sipher, Alexandra F.,Scheidt, Karl A.
p. 9603 - 9607
(2014/10/15)
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