144054-22-8Relevant articles and documents
Palladium-catalyzed synthesis of 2-alkenyl-3-arylindoles via a dual α-arylation strategy: Formal synthesis of the antilipemic drug fluvastatin
Kale, Ajit Prabhakar,Kumar, Gangam Srikanth,Kapur, Manmohan
, p. 10995 - 11002 (2015/11/25)
A new approach has been developed for the synthesis of substituted 2-alkenyl-3-arylindoles. The strategy comprises palladium-catalyzed dual α-arylation of TES-enol ethers of enones as the key step. This methodology results in products with very good yields and the regioselectivity is exclusive. We have also successfully used this dual α-arylation methodology in the formal synthesis of the cholesterol-lowering drug fluvastatin.
Titanium-Induced Syntheses of Furans, Benzofurans and Indoles
Fuerstner, Alois,Jumbam, Denis N.
, p. 5991 - 6010 (2007/10/02)
Highly reactive titanium on graphite as the reagent of choice promotes intramolecular McMurry type reactions of acyloxy- and acylamido carbonyl compounds affording furans, benzofurans and indoles in good to excellent yields.A variety of reducible groups in the substrates is tolerated (e.g. -F, -Cl, -Br, -I, -CF3, -OMe, -CN, -thiophenyl, -COOR, -CONR2) and strained products such as 11h can be obtained, the X-ray analysis of which is reported.The experimental results indicate the possible formation of dianions from the aromatic aldehydes or ketones as reactive intermediates which attack the ester or amide functions in their proximity, rather than a radical path via ketyls.