53924-26-8Relevant articles and documents
An FeCl3-catalyzed highly C3-selective Friedel-Crafts alkylation of indoles with alcohols
Jana, Umasish,Maiti, Sukhendu,Biswas, Srijit
, p. 7160 - 7163 (2007)
The FeCl3-catalyzed C3-selective Friedel-Crafts alkylation of indoles using allylic, benzylic and propargylic alcohols has been developed. The reaction was performed in the presence of a catalytic amount of inexpensive anhydrous FeCl3/sub
An efficient synthesis of medicinally important indole based triarylmethanes by using propylphosphonic anhydride (T3P)
Cheruku, Srinivas,Nagaraju, Chaithra,Shetty, Poornima,Hassan A, Swarup,Nagarakere C, Sandhya,Manikyanally N, Kumara,Kempegowda, Mantelingu
supporting information, p. 1486 - 1494 (2020/04/08)
We have developed an economical and efficient method for the synthesis of medicinally and synthetically important indole-based triarylmethanes by using indoles and benzhydrols in the presence of propylphosphonic anhydride (T3P). This methodolog
Gold(III)-Catalyzed Decarboxylative C3-Benzylation of Indole-3-carboxylic Acids with Benzylic Alcohols in Water
Hikawa, Hidemasa,Kotaki, Fumiya,Kikkawa, Shoko,Azumaya, Isao
, p. 1972 - 1979 (2019/05/16)
A strategy for the gold(III)-catalyzed decarboxylative coupling reaction of indole-3-carboxylic acids with benzylic alcohols has been developed. This cascade reaction is devised as a straightforward and efficient synthetic route for 3-benzylindoles in moderate to excellent yields (50-93%). A Hammett study of the protodecarboxylation gives a negative ρ value, suggesting that there is a buildup of positive charge on the indole ring in the transition state. Furthermore, comparison of initial rates in H2O and in D2O reveals an observed kinetic solvent isotope effect (KSIE = 2.7). This simple protocol, which affords the desired products with CO2 and water as the coproducts, can be achieved under mild conditions without the need for base or other additives in water.