58005-42-8

Upstream product

• 1197392-19-0 C₂₁H₁₉NO₂ 
• 106-41-2 4-bromo-phenol 
• 127481-94-1 1-bromo-4-[[(1,1-dimethylethyl)-diphenylsilyl]-oxy]-benzene 

Downstream Products

• 29093-41-2 2,6-dimethoxy-3-methylcarbazole 
• 4630-20-0 3-Methyl-9H-carbazole 

Relevant academic research and scientific papers

Synthesis of the Pyrano[3,2- a ]carbazole Alkaloids Koenine, Koenimbine, Koenigine, Koenigicine, and Structural Reassignment of Mukonicine

Using the palladium(II)-catalyzed oxidative cyclization of a diarylamine and the annulation of a dimethylpyran ring by Lewis acid promoted reaction with prenal as key steps, the total syntheses of the 6-oxygenated pyrano[3,2-a]carbazole alkaloids koenine and koenimbine, and of the 6,7-dioxygenated pyrano[3,2-a]carbazole alkaloids koenigine and koenigicine (koenimbidine, koenidine) were achieved. Moreover, these studies led to an improved synthetic route to the 2,6-dioxygenated carbazole alkaloid glycozolidol. Mukonicine, originally published as 6,8-dimethoxypyrano[3,2-a]carbazole, was found to be identical with koenigicine.

Transition metals in organic synthesis, part 91:1 palladium-catalyzed approach to 2,6-dioxygenated carbazole alkaloids - First total synthesis of the phytoalexin carbalexin C

The palladium(0)-catalyzed C-N bond formation and palladium(II)-catalyzed oxidative cyclization provide an efficient route to a series of 2,6-dioxygenated carbazole alkaloids including the first total synthesis of the phytoalexin carbalexin C.