合成路线:The reduction of 2'-oxospiro-(1,3-dioxolane-2,3'-indoline)-1'-propionitrile (V) with H2 over Raney-Ni in NH3 saturated ethanol gives 2'-oxospiro-(1,3-dioxolane-2,3'-indoline)-1'-propanamine (VI),which,without isolation,is cyclized in refluxing xylene yielding 3',4'-dihydrospiro[1,3-dioxolane-2,10'(2H,10H)pyrimido-[1,2-a]indole] (VII).The hydrolysis of (VII) with aqueous HCl at 85 C affords 3,4-dihydropyrimido[1,2-a]indole-10(2H)-one (VIII),which is finally treated with m-chlorophenylmagnesium bromide (IX) in refluxing ethyl ether.
参考文献标题:Fused ring indole derivatives
文献作者:White,A.C.; Black,R.M.(John Wyeth & Brother Ltd.)
参考来源:DE 2200584; ES 398678; ES 409296; FR 2121699; GB 1366133
合成路线:The reaction of 2-amino-3'-chlorobenzophenone (I) with dichloroacetyl chloride (II) in acetone gives o-(m'-chlorobenzoyl)-2,2-dichloroacetanilide (III),which is cyclized with potassium cyanide in water yielding 2-amino-3-(m-chlorophenyl-3H-indol-3-ol (IV).Finally,this compound is condensed with 1,3-dibromopropane (A) in refluxing ethanol.
合成路线:The reduction of 2'-oxospiro-(1,3-dioxolane-2,3'-indoline)-1'-propionitrile (V) with H2 over Raney-Ni in NH3 saturated ethanol gives 2'-oxospiro-(1,3-dioxolane-2,3'-indoline)-1'-propanamine (VI),which,without isolation,is cyclized in refluxing xylene yielding 3',4'-dihydrospiro[1,3-dioxolane-2,10'(2H,10H)pyrimido-[1,2-a]indole] (VII).The hydrolysis of (VII) with aqueous HCl at 85 C affords 3,4-dihydropyrimido[1,2-a]indole-10(2H)-one (VIII),which is finally treated with m-chlorophenylmagnesium bromide (IX) in refluxing ethyl ether.
参考文献标题:Ciclazindol
文献作者:Weetman,D.F.; Castar,J.
参考来源:Drugs Fut 1977,2(8),508
产品链接: CAS No. 37751-39-6››