ISSN:
0018-019X
Schlagwort(e):
Chemistry
;
Organic Chemistry
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
4-, 5-, 6- and 7-cyanoindoles are converted in excellent yields into the corresponding formylindoles by sodium hypophosphite/nickel according to the method of BACKEBERG and STASKUN. Condensation of these formylindoles with nitromethane or nitroethane affords the related nitrovinyl-indoles, which are reduced to the aminoalkyl-indoles quoted in the title by means of lithium aluminium hydride.On the other hand, 5-chloroacetyl-indole is aminated by reaction with various secondary amines, and the aminoketones formed are reduced to the corresponding 5-(2-amino-1-hydroxy-alkyl)-indoles. Condensation of 1-acetyl-7-hydroxy-indoline with chloroacetyl chloride according to FRIEDEL-CRAFTS yields the 1-acetyl-4-chloroacetyl-7-hydroxy-indoline, which is transformed into indoline derivatives carrying a 2-amino-1-hydroxyethyl side-chain in position 4.
Zusätzliches Material:
7 Tab.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/hlca.19680510717
