合成路线:Protection of 5-methoxyindole (I) with benzenesulfonyl chloride (II) in the presence of NaH affords the N-sulfonyl indole (III).Acylation of the 2-lithio derivative of (III) with benzoyl chloride (IV) gives rise to ketone (V).Finally,removal of the phenylsulfonyl protecting group of (V) is achieved by either basic hydrolysis or by treatment with tetrabutylammonium fluoride.
参考文献标题:Synthetic 2-aroylindole derivatives as a new class of potent tubulin-inhibitory,antimitotic agents
文献作者:Mahboobi,S.; Pongratz,H.; Hufsky,H.; Hockemeyer,J.; Frieser,M.; Lyssenko,A.; Paper,D.H.; Burgermeister,J.; Bohmer,F.D.; Fiebig,H.H.; Burger,A.M.; Baasner,S.; Beckers,T.
参考来源:J Med Chem 2001,44(26),4535
合成路线:Protection of 5-methoxyindole (I) with benzenesulfonyl chloride (II) in the presence of NaH affords the N-sulfonyl indole (III).Acylation of the 2-lithio derivative of (III) with benzoyl chloride (IV) gives rise to ketone (V).Finally,removal of the phenylsulfonyl protecting group of (V) is achieved by either basic hydrolysis or by treatment with tetrabutylammonium fluoride.
合成路线:In a related method,the 2-lithio derivative of 5-methoxy-1-(phenylsulfonyl)indole (I) is condensed with benzaldehyde (II) to produce carbinol (III).Subsequent oxidation of (III) to the corresponding ketone (IV) is accomplished by treatment with pyridinium dichromate (PDC) in the presence of pyridinium trifluoroacetate (PTFA).Finally,the N-phenylsulfonyl group of (IV) is deprotected by treatment with tetrabutylammonium fluoride.
参考文献标题:Bis(1H-2-indolyl) methanones as a novel class of inhibitors of the platelet-derived growth factor receptor kinase
文献作者:Mahboobi,S.; Teller,S.; Pongratz,H.; Hufsky,H.; Sellmer,A.; Botzki,A.; Uecker,A.; Beckers,T.; Baasner,S.; Schachtele,C.; Uberall,F.; Kassack,M.U.; Dove,S.; Bohmer,F.D.
参考来源:J Med Chem 2002,45(5),1002
合成路线:The alkaline hydrolysis of 5-methoxyisatin (I) provides the ortho-(aminophenyl)glyoxylic acid salt (II),which is then alkylated by 2-bromoacetophenone (III) to furnish the N-phenacylisatin (IV).Rearrangement of (IV) in the presence of NaOH gives rise to a 40:60 mixture of the indolecarboxylic acid (V) and the target decarboxylated compound.
参考文献标题:A simple synthesis of 2-acyl indoles from isatins
文献作者:Black,D.S.C.; Wong,L.C.H.
参考来源:J Chem Soc Chem Commun 1980,(4),200
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