Syntheses and reactions of enamines from 9-formylfluorene
Technology reports of the Yamaguchi University Volume 4 Issue 3
Page 221-232
published_at 1989-12
Title
Syntheses and reactions of enamines from 9-formylfluorene
Creators
Kajigaeshi Shoji
Creators
Kadaya Naoyuki
Creators
Nishida Akiko
Creators
Fujisaki Shizuo
Source Identifiers
Many enamines 3 from 9-formylfluorene (1) were easily prepared by the reaction of 1 with several aliphatic, aromatic, alicyclic and heterocyclic secondary amines 2 in aqueous ethanol at room temperature. The reaction of 9-morpholinomethylenefluorene (3i), a typical 3, with bromine in dichloroethane gave the corresponding iminium bromide (4). The hydrolysis of 4 with water afforded 9 -bromo- 9 -formylfluorene (6). 2,2-Biphenylene-1, 1-dialkoxyethylene 10 was obtained from 9 -bromo- 9 -formylfluorene dialkyl acetal which was derived from 6 with alkyl orthoformate in alcohols under acidic conditions. Compound 10 was also obtained from 4 via 2, 2-biphenylene-1, 1-dialkoxy- 1 -morpholinoethane. Furthermore, the reactions of 3i with ethyl azidoformate and with P-toluenesulfonyl azide were investigated.
Languages
eng
Resource Type
departmental bulletin paper
Publishers
山口大学工学部
Date Issued
1989-12
File Version
Version of Record
Access Rights
open access
Relations
[ISSN]0386-3433
[NCID]AA0086073X
Schools
工学部