M. Kimura, S. Morosawa
May 1, 1979
Citations
0
Influential Citations
6
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
3-Ethoxycarbonyl-1,2,3,4,5,10-hexahydroindeno[1,2-d]azepine (10b) was synthesized from 1-benzylpiperidin-4-one and 1-benzyl-4-[o-(hydroxymethyl)phenyl]hexahydroazepin-4-ol. Compound 10b is of particular interest as an intermediate for the preparation of the hitherto unknown indeno[1,2-d]azepine. It was found that 1-ethoxycarbonyl-4-[o-(hydroxymethyl)phenyl]hexahydroazepin-4-ol and 1-ethoxycarbonyl-4-[o-(hydroxymethyl)phenyl]piperidin-4-ol (16b) give 1-ethoxycarbonylspiro[azepin-4,1′(3H)-isobenzofuran] and 1-ethoxycarbonylspiro[3H-isobenzofuran-1,4′-piperidine] (17b), respectively. Treatment of 16b with 88% formic acid gave 17b and 2-ethoxycarbonyl-2,3,4,9-tetrahydro-1H-indeno[2,1-c]pyridine.