496-15-1

Clear colorless to slightly brown liquid

As an indole derivative, Indoline can be used in the preparation of various medicinal compounds such as potential α1-adrenoceptor (α1-AR) antagonists.

In organic chemistry, indoline derivatives are widely used as chiral auxiliary groups or chiral ligands, playing a crucial role in asymmetric synthesis. For example, (S)-Indoline-2-methanol is an important starting material for the synthesis of many chiral compounds. Through asymmetric catalytic reactions, such as the asymmetric rearrangement reaction of iridium porphyrin-catalyzed indoles with aryl diazonium esters, chiral 2-indoline tertiary alcohols can be synthesized efficiently.

ChEBI: Indoline is a member of indoles.

Journal of the American Chemical Society, 96, p. 7812, 1974 DOI: 10.1021/ja00832a035
Synthetic Communications, 13, p. 489, 1983 DOI: 10.1080/00397918308081827

Indolene is manufactured from (theoretically) 2 Mol. Indole plus 1 Mol. Hydroxycitronellal by condensation under heating. The proportions may vary slightly, and it is common practice to add Diethyl phthalate to the mixture prior to heating, so that the condensation product is somewhat protected against local overheating, and the finished product becomes light of color and fairly pourable at room temperature.