cas 77960-15-7, FURAN-2-YLMETHYL-[2-(1H-INDOL-3-YL)-ETHYL]-AMINE

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Gold-Catalyzed Carboamination of Allenes by Tertiary Amines Proceeding with Benzylic Group Migration
Tertiary amines bearing a benzyl-type group (CH2Ar) undergo Au(I)-catalyzed intramolecular addition to allenes. A formal 1,3-transfer of the CH2Ar group takes place during the cyclization. As demonstrated by both experimental and DFT studies, these unprecedented intramolecular carboaminations involve two consecutive [3,3] rearrangements via a dearomatized intermediate. Because of the poor stability of the enamine products, protocols were developed to convert them in situ to more stable polycyclic chiral compounds. (Figure presented.).
Milcendeau, Pierre,Gandon, Vincent,Guinchard, Xavier
supporting information
p. 2893 - 2902
(2021/04/13)

Synthesis of advanced intermediates of lennoxamine analogues
A simple and convenient method for synthesis of advanced isoindolone intermediates of lennoxamine and analogues is described in this paper. The intramolecular Diels-Alder reaction of furan is used as a key step in this synthesis. Georg Thieme Verlag Stuttgart.
Sarang, Prajakta S.,Yadav, Arun A.,Patil, Prashant S.,Krishna, Urlam Murali,Trivedi, Girish K.,Salunkhe, Manikrao M.
p. 1091 - 1095
(2008/02/02)