1380395-15-2Relevant articles and documents
Nickel-Catalyzed Arylative Additions on 2-Alkynyl-N-Arylsulfonylanilides to Construct Functionalized Indoles
Dake, Gregory R.,Voth, Christopher N.
, p. 744 - 748 (2020/02/13)
The addition of aryl iodides to 2-alkynyl-N-sulfonylanilides to form 2,3-difunctionalized N-arylsulfonylindoles can be catalyzed using a nickel catalyst ligated to a bis(cyclohexanyl)phosphinoferrocene. A variety of nickel complexes can be used as precata
Bis(dibenzylideneacetone)palladium(0)/tert-Butyl Nitrite- Catalyzed Cyclization of o-Alkynylanilines with tert-Butyl Nitrite: Synthesis and Applications of Indazole 2-Oxides
Senadi, Gopal Chandru,Wang, Ji-Qi,Gore, Babasaheb Sopan,Wang, Jeh-Jeng
, p. 2747 - 2753 (2017/08/23)
An efficient method for the synthesis of 1-benzyl/arylindazole 2-oxides via a bis(dibenzylideneacetone)palladium(0) [Pd(dba)2]/tert-butyl nitrite (TBN)-catalyzed reaction of o-alkynylaniline derivatives with TBN is reported. The overall transfo
A general synthesis of indole-3-carboxylic esters by palladium-catalyzed direct oxidative carbonylation of 2-alkynylaniline derivatives
Gabriele, Bartolo,Veltri, Lucia,Mancuso, Raffaella,Salerno, Giuseppe,Costa, Mirco
, p. 2549 - 2559 (2013/08/23)
A general synthesis of indole-3-carboxylic esters by direct Pd-catalyzed oxidative carbonylation of readily available 2-alkynylaniline derivatives is reported. In particular, 2-alkynylanilines bearing an internal triple bond and a secondary amino group (1) were directly converted into indole-3-carboxylic esters 2 in fair to good yields (50-84%) when let to react with CO, O 2, and an alcohol in the presence of the PdI2/ KI catalytic system, under relatively mild conditions [100 °C and 20 atm (at 25 °C) of a 4:1 mixture CO/air]. On the other hand, under similar conditions, but in the presence of HC(OMe)3, 2-alkynylanilines bearing an internal triple bond and a primary amino group (7) afforded 1-(dimethoxymethyl) indole-3-carboxylic esters 9 through the intermediate formation of N-(dimethoxymethyl)-2-alkynylaniline derivatives II. Compounds 9 could be conveniently converted into Nunsubstituted indole-3-carboxylic esters 10 by a simple acidic treatment carried out in MeOH/H2O at 80 °C.