227288-15-5Relevant articles and documents
Total synthesis of ascididemin-type alkaloids using alkyne building blocks
Yin, Hao,Shan, Naiyu,Wang, Shaozhong,Yao, Zhu-Jun
, p. 9748 - 9753 (2014)
A common approach to ascididemin-type alkaloids, including ascididemin, bromoleptoclinidinone, neocalliactine acetate, and 11-hydroxyascididemin, based on a Bronsted acid-promoted tandem annulation has been developed. Alkyne building blocks were first des
Hydroformylation of 2-Alkynylanilines: Toward an Alternative Methodology for the Synthesis of 3-Substituted Indoles
Holzapfel, Cedric,Dasilva, Etelinda,Den Drijver, Laetitia,Bredenkamp, Tyler
, p. 2912 - 2915 (2016/09/28)
A potentially viable route for the synthesis of 3-substituted indoles is presented herein. The methodology is based on a regioselective Rh-catalysed hydroformylation of prepared 2-alkyn-1-ylanilines. The requisite 2-alkynylaniline substrates were prepared in high yields (>85 %) using the Pd-catalysed Sonogashira reaction. A catalyst complex that comprises RhI(CO)(PPh3)3 and 1,2-bis(diphenylphosphino)ethane as the ligand allowed the quantitative conversions of the alkynyl substrates with selectivities >75 % for the desired 3-substituted indoles.