608537-25-3

Upstream product

• 79062-30-9 2-(tri-n-butylstannyl)-1-nitrobenzene 
• 608537-24-2 2-iodo-5-methyl-2-cyclohexen-1-one 
• 7214-50-8 5-methylcyclohex-2-en-1-one 

Downstream Products

• 6286-54-0 2-methyl-1,2,3,4-tetrahydro-9H-carbazole 
• 608537-28-6 2-methyl-1,2-dihydrocarbazol-4(3H)-one 

Relevant academic research and scientific papers

Synthesis of 1,2,3,4-tetrahydrocarbazoles and related tricyclic indoles

Reduction of 2-(2-nitrophenyl)-2-cyclohexene-1-ones using palladium on carbon under 1 atm of hydrogen gas at ambient temperature affords 1,2,3,4-tetrahydrocarbazoles in excellent isolated yields. The starting materials were prepared by intermolecular Stille coupling of 2-iodo-2-cyclohexen-1-ones with 2-(tributylstannyl)-1-nitrobenzenes.

Palladium-catalyzed synthesis of 1,2-dihydro-4(3H)-carbazolones. Formal total synthesis of murrayaquinone A

Two sequential palladium-catalyzed reactions are the key steps in a novel synthetic route to 1,2-dihydro-4(3H)-carbazolones. The steps are an intermolecular Stille cross-coupling followed by a reductive N-heteroannulation. A formal total synthesis of murrayaquinone A, employing this sequence, is reported.