27499-62-3Relevant academic research and scientific papers
Synthesis of diarylalkynes via tandem Sonogashira/decarboxylative reaction of aryl chlorides with propiolic acid
Li, Xiang,Yang, Fan,Wu, Yangjie
, p. 13738 - 13741 (2014/04/03)
A facile and efficient protocol for one-pot synthesis of diarylalkynes via tandem Sonogashira/decarboxylative coupling has been developed. The remarkable features of this reaction include using commercially available aryl chlorides as starting materials and taking the propiolic acid instead of expensive terminal alkynes as an acetylene source. This journal is the Partner Organisations 2014.
Radical cascade transformations of tris(o-aryleneethynylenes) into substituted benzo[a]indeno[2,1-c]fluorenes
Alabugin, Igor V.,Gilmore, Kerry,Patil, Satish,Manoharan, Mariappan,Kovalenko, Serguei V.,Clark, Ronald J.,Ghiviriga, Ion
supporting information; experimental part, p. 11535 - 11545 (2009/02/03)
Oligomeric o-aryleneethynylenes with three triple bonds undergo cascade radical transformations in reaction with a Bu3SnH/AIBN system. These cascades involve three consecutive cycle closures with the formation of substituted benzo[a]indeno[2,1-c]fluorene or benzo[1,2]fluoreno[4,3-b]silole derivatives. The success of this sequence depends on regioselectivity of the initial attack of the Bu3Sn radical at the central triple bond of the o-aryleneethynylene moiety. The cascade is propagated through the sequence of 5-exo-dig and 6-exo-dig cyclizations which is followed by either a radical attack at the terminal Ar substituent or radical transposition which involves H-abstraction from the terminal TMS group and 5-endo-trig cyclization. Overall, the transformation has potential to be developed into an approach to a new type of graphite ribbons.
Palladium-catalyzed efficient and one-pot synthesis of diarylacetylenes from the reaction of aryl chlorides with 2-methyl-3-butyn-2-ol
Yi, Chenyi,Hua, Ruimao,Zeng, Hanxiang,Huang, Qiufeng
, p. 1738 - 1742 (2008/02/11)
An efficient and practical synthetic method has been developed for the preparation of symmetrical diarylacetylenes from the direct reaction of aryl chlorides with 2-methyl-3-butyn-2-ol catalyzed by palladium(II) chloride-bis(tricyclohexylphosphine) [PdCl2(PCy3) 2] under mild reaction conditions. Unsymmetrical diarylated acetylenes could be also obtained by using two different aryl chlorides simultaneously. The catalytic procedure includes a novel one-pot palladium-catalyzed, double Sonogashira coupling of inactivated aryl chlorides without use of copper(1) as co-catalyst.
