Indoles from o-acylaniline derivatives

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2 6-Chloro-2-(ethoxycarbonyl)-3-(4-fluorophenyl) N-[5-Chloro-2-(4-fluorobenzoyl]benzamide, methyl bromoacetate (1) NaH (2) NaOMe 30 [2] 

3 l-Benzoyl-5-chloro-2,3-diphenyl N-(2-Benzoyl-4-chlorophenyl)-N- bcnzylbenzamide (1) LDA (2) POClj, pyridine 72 [3] 

4 5-Chloro-2-cyano-1 -(4-methylpheny 1-sulfonyl)-3-phenyl N -(2-Benzoyl-4-chlor ophenyl)-p- toluenesulfonamide, chloroacetronitrile DMF, reflux 71 [4] 

A mixture of compound 3.7A (250 mg, 0.64 mmol), TiClj (209 mg, 1.36 mmol) and zinc dust (178 mg, 2.72 mmol) in THF (20 ml) was heated at reflux for 1 h in an argon atmosphere. The solution was cooled to room temperature and 

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