1971-44-4Relevant articles and documents
First electrophilic substitutions of 3-substituted indoles with diethoxycarbenium tetrafluoroborate: Functionalized indole derivatives
Pindur,Flo
, p. 79 - 81 (1990)
The indoles 2a-2c react with diethoxycarbenium tetrafluoroborate (1) to furnish the indolecarbaldehydes 3a-3d. In the thermodynamically controlled reaction of 3-methylindole (2a) with 1 the tris(indolyl)methane 4 and diskatole (5), are formed in addition. The limitations of these reactions are discussed and evidence is presented for a C-3-ipso-attack and a Wagner-Meerwein rearrangement, respectively, leading to the formation of 3b or 3d.
Organocatalytic asymmetric reaction of indol-2-yl carbinols with enamides: Synthesis of chiral 2-indole-substituted 1,1-diarylalkanes
Liu, Chao-You,Han, Fu-She
, p. 11844 - 11847 (2015/07/15)
The chiral phosphoramide-catalyzed asymmetric reaction of indol-2-yl carbinols with enamides is presented. The method provided an efficient and novel way for the synthesis of chiral 2-indole-substituted 1,1-diarylalkane derivatives.
Copper-catalyzed aerobic methyl/methylene oxygenation and C-H formylation with a DABCO-DMSO system for the synthesis of carbonyl indoles and pyrroles
Wang, Yi-Feng,Zhang, Feng-Lian,Chiba, Shunsuke
experimental part, p. 1526 - 1534 (2012/06/18)
Copper-catalyzed aerobic methyl/methylene oxygenation of substituted indoles and pyrroles was developed using 1,4-diazabicyclo[2.2.2]octane (DABCO) as an additive in dimethyl sulfoxide (DMSO). Similar aerobic catalytic conditions could also be utilized for direct C-H formylation of C(3) on indoles and C(2) on pyrroles.