154. Reduction of Indolin-2-ones and Desulfurization of Indoline-2-thiones to Indoline and Indole Derivatives

Article abstract of DOI:10.1002/hlca.19900730616

Reduction of indolin-2-ones with lithium aluminium hydride (LAH) or diisobutylaluminium hydride (DIBAL) and desulfurization of indoline-2-thiones with Raney-Ni were investigated.Treatment of indolin-2-ones 1 with LAH or DIBAL yielded indoles 4 and/or indolines 3 in moderate-to-high yields depending on the substituents at N and C(3) of 1.Indoline-2-thiones 2 were desulfurized with Raney-Ni tigive indoles 4 and/or indolines 3.