RuCl3·3H2O Catalyzed Reactions: Facile Synthesis of Bis(indolyl)methanes under Mild Conditions

Abstract

RuCl3·3H2O was found to be an effective catalyst for reactions of indoles, 2-methylthiophene, and 2-methylfuran with aldehydes to afford the corresponding bis(indolyl)methanes, bis(thienyl)methanes, and bis(fur-2-yl)methanes in moderate to excellent yields. Experimental results indicated that mono(indolyl)methanol is not the reaction intermediate under these reaction conditions.

Selective Liquid Phase Hydrogenation of Benzaldehyde to Benzyl Alcohol Over Alumina Supported Gold

“…linear correlation is close to that (0.7) reported for liquid phase hydrogenation of acetophenones over Pd/C [49] and suggests a partial charge in the transition state [7]. A positive reaction constant is consistent with nucleophilic addition [50]. Hydrogen can undergo heterolytic dissociation on the surface of Au/Al 2 O 3 to generate H − that bonds to Au [16].…”

A Novel Method for Synthesis of Bis(indolyl)methanes Using 1,3-Dibromo-5,5-dimethylhydantoin as a Highly Efficient Catalyst Under Solvent-free Conditions

“…Reactions of these carbonyl groups with indole were satisfactorily performed by the current method but they needed longer times and afforded lower yields of products than aromatic aldehydes (Table 1, entries [11][12][13][14]. However, low reaction activity of aliphatic aldehydes and ketones in the synthesis of bis(indolyl)-methanes encouraged us to investigate the selectivity of the present work.…”

Simple iodoalkyne-based organocatalysts for the activation of carbonyl compounds

“…3,3′-((3-Chlorophenyl)methylene)bis(1H-indole) (3fa). 38 Following the general procedure, compound 3fa was obtained after 2 days of reaction at room temperature in 89% yield, as a red solid. 1 H NMR (400 MHz, CD 3 COCD 3 ) δ 10.06 (br s, 2H, N-H), 7.42-7.21 (m, 8H, Ar-H), 7.08 (t, J = 7.6 Hz, 2H, Ar-H), 6.92 (t, J = 7.5 Hz, 2H, Ar-H), 6.86 (s, 2H, Ar-H), 5.97 (s,1H,CH).…”

“…1, 132.3, 130.9, 129.8, 128.5, 127.9, 124.7, 122.7, 122.3, 120.2, 119.5, 119.1, 112.3, 40.8 3,3′-(Phenylmethylene)bis(1H-indole) (3ha). 38 Following the general procedure, compound 3ha was obtained after 2 days of reaction at room temperature in 98% yield, as a red solid. 1 3,3′-( p-Tolylmethylene)bis(1H-indole) (3ia).…”