1374637-94-1Relevant articles and documents
Sterically Controlled Late-Stage C-H Alkynylation of Arenes
Mondal, Arup,Chen, Hao,Fl?mig, Lea,Wedi, Philipp,Van Gemmeren, Manuel
supporting information, p. 18662 - 18667 (2019/11/28)
Phenylacetylenes are key structural motifs in organic chemistry, which find widespread applications in bioactive molecules, synthetic intermediates, functional materials, and reagents. These molecules are typically prepared from prefunctionalized starting materials, e.g. using the Sonogashira coupling, or using directing group-based C-H activation strategies. While highly efficient, these approaches remain limited by their inherent selectivities for specific regioisomers. Herein we present a complementary approach based on an arene-limited nondirected C-H activation. The reaction is predominantly controlled by steric rather than electronic factors and thereby gives access to a complementary product spectrum with respect to traditional methods. A broad scope as well as the suitability of this protocol for late-stage functionalization are demonstrated.
Arylsulfonylacetylenes as alkynylating reagents of C sp 2 -H bonds activated with lithium bases
Garcia Ruano, Jose Luis,Aleman, Jose,Marzo, Leyre,Alvarado, Cuauhtemoc,Tortosa, Mariola,Diaz-Tendero, Sergio,Fraile, Alberto
supporting information; experimental part, p. 2712 - 2716 (2012/04/17)
Chameleon: A new strategy for the synthesis of a wide variety of alkynyl derivatives by the reaction of substituted arylsulfonylacetylenes with organolithium species is described (see scheme). The high yields, the simplicity of the experimental procedure, the broad scope of this reaction, and the formation of Csp-C sp 2 bonds without using transition metals are the main features of this methodology. Copyright
