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Reduction of Indolin‐2‐ones and Desulfurization of Indoline‐2‐thiones to Indoline and Indole Derivatives
Author(s) -
Nishio Takehiko,
Okuda Norikazu,
Kashima Choji
Publication year - 1990
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19900730616
Subject(s) - indoline , chemistry , indole test , yield (engineering) , lithium aluminium hydride , aluminum hydride , medicinal chemistry , flue gas desulfurization , organic chemistry , raney nickel , hydride , catalysis , hydrogen , materials science , metallurgy , methoxide
Reduction of indolin‐2‐ones with lithium aluminium hydride (LAH) or diisobutylaluminum hydride (DIBAL) and desulfurization of indoline‐2‐thiones with Raney ‐Ni were investigated. Treatment of indoline‐2‐ones 1 with LAH or DIBAL yield indoles 4 and/or indolines 3 in moderate‐to high yield depending on the substituents at N and C(3) of 1 . Indoline‐2‐thiones 2 were desulfurized with Raney ‐Ni to give indoles 4 and/or indolines 3 .