40429-04-7

Usage

Synthesis Reference(s)

Synthesis, p. 616, 1984 DOI: 10.1055/s-1984-30916

Upstream product

• 58635-19-1 3-(N'-benzoyl-N'-phenylhydrazino)-5,5-dimethylcyclohex-2-en-1-one 
• 873-95-0 1-amino-5,5-dimethylcyclohexen-3-one 
• 583-53-9 2,3-dibromobenzene 
• 77435-27-9 3-(N'-4-methoxybenzoyl-N'-phenylhydrazino)-5,5-dimethylcyclohex-2-en-1-one 

Downstream Products

• 41175-04-6 9-benzyl-2,2-dimethyl-1,2,3,9-tetrahydro-carbazol-4-one 
• 1432508-01-4 4-((2,2-dimethyl-4-oxo-1,2,3, 4-tetrahydrocarbazol-9-yl)methyl)-N-hydroxybenzamide 
• 1432508-41-2 4-((3-((dimethylamino)methyl)-2,2-dimethyl-4-oxo-1,2,3,4-tetrahydrocarbazol-9-yl)methyl)-N-hydroxybenzamide 
• 1432509-55-1 methyl 4-((3-((dimethylamino)methyl)-2,2-dimethyl-4-oxo-1,2,3,4-tetrahydrocarbazol-9-yl)methyl)benzoate 
• 1432508-38-7 4-((2,2-dimethyl-3-((2-methyl-1H-imidazol-1-yl)methyl)-4-oxo-1,2,3,4-tetrahydrocarbazol-9-yl)methyl)-N-hydroxybenzamide 
• 1432509-52-8 methyl 4-((2,2-dimethyl-3-((2-methyl-1H-imidazol-1-yl)methyl)-4-oxo-1,2,3,4-tetrahydrocarbazol-9-yl)methyl)benzoate 
• 1432508-36-5 4-((2,2-dimethyl-3-(morpholinomethyl)-4-oxo-1,2,3,4-tetrahydrocarbazol-9-yl)methyl)-N-hydroxybenzamide 
• 1432509-50-6 methyl 4-((2,2-dimethyl-3-(morpholinomethyl)-4-oxo-1,2,3,4-tetrahydrocarbazol-9-yl)methyl)benzoate 
• 1432509-49-3 methyl 4-((2,2-dimethyl-3-methylen-4-oxo-1,2,3,4-tetrahydrocarbazol-9-yl)methyl)benzoate 
• 1432509-06-2 methyl 4-((2,2-dimethyl-4-oxo-1,2,3,4-tetrahydrocarbazol-9-yl)methyl)benzoate 
• 77451-93-5 2,3-dihydro-9-(4-methoxybenzoyl)-2,2-dimethylcarbazol-4(1H)-one 

Relevant academic research and scientific papers

Palladium-catalyzed coupling of vinylogous amides with aryl halides: Applications to the synthesis of heterocycles

Described herein is the first example of the palladium-catalyzed coupling of vinylogous amides with aryl bromides and chlorides. The scope of this reaction with respect to the aryl component is investigated. Additionally, a tandem reaction sequence in which the above coupling is followed by an intramolecular Heck reaction is presented. These reactions can be applied to high-yielding, one-pot syntheses of nitrogen-containing heterocycles.

Fischer Indole Synthesis of 3-Acyl and 3-Alkoxy-carbonylindoles

N-Benzyl-N-phenylhydrazine derivatives of 1,3-diketones and 1,3-ketoesters undergo normal Fischer cyclisations to indoles, but no method could be found for the subsequent removal of the N-protecting group.No method could be found for the indolisation of N-aroyl-N-phenylhydrazine derivatives of dimedone with retention of the N-protecting group, though heating in tetralin did effect the electrocyclic step of the Fischer sequence and the formation of a carbon-carbon bond.