248252-69-9

Upstream product

• 74-88-4 methyl iodide 
• 74866-17-4 3,4-dimethoxy-2-methyl-1-bromobenzene 
• 494-99-5 1,2-dimethoxy-4-methylbenzene 
• 5384-55-4 1-(2-hydroxy-3,4-dimethylphenyl)ethan-1-one 
• 4463-33-6 1,2-dimethoxy-3-methylbenzene 
• 22618-22-0 2,3-dimethylphenyl acetate 
• 2785-76-4 3,4-dimethylbenzene-1,2-diol 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 100132-28-3 4,5-dimethoxy-2,3-dimethylaniline 
• 75139-39-8 carbazomycin A 
• 153709-76-3 1,2-dimethoxy-3,4-dimethyl-5-nitrobenzene 

Relevant academic research and scientific papers

Transition metal complexes in organic synthesis, part 54.1 Improved total syntheses of the antibiotic alkaloids carbazomycin A and B

Considerably improved total syntheses of the carbazole antibiotics carbazomycin A and B are reported using a convergent iron-mediated one-pot construction of the carbazole framework by oxidative cyclization in the air.

Aromatics to triquinanes. Synthesis of 1,4,4,11- tetramethyltricyclo[6.3.0.02,6]undeca-3,7,10-trione: A potential precursor for coriolin and congeners

Synthesis of a highly functionalised triquinane 4 from 2-hydroxy-3- methoxy-6-methylbenzyl alcohol is reported.

Palladium-Catalyzed, tert-Butyllithium-Mediated Dimerization of Aryl Halides and Its Application in the Atropselective Total Synthesis of Mastigophorene A

A palladium-catalyzed direct synthesis of symmetric biaryl compounds from aryl halides in the presence of tBuLi is described. In situ lithium-halogen exchange generates the corresponding aryl lithium reagent, which undergoes a homocoupling reaction with a second molecule of the aryl halide in the presence of the palladium catalyst (1 mol %). The reaction takes place at room temperature, is fast (1 h), and affords the corresponding biaryl compounds in good to excellent yields. The application of the method is demonstrated in an efficient asymmetric total synthesis of mastigophorene A. The chiral biaryl axis is constructed with an atropselectivity of 9:1 owing to catalyst-induced remote point-to-axial chirality transfer. It takes two: A palladium-catalyzed direct homocoupling of aryl halides in the presence of tBuLi enabled the synthesis of even tetra-ortho-substituted symmetric biaryl compounds in high yield (see scheme). The method was applied to the asymmetric synthesis of mastigophorene A in just eight steps through straightforward enantioselective installation of the benzylic quaternary stereocenter and highly diastereoselective homocoupling.

A direct palladium-catalyzed route to selectively substituted carbazoles through sequential C-C and C-N bond formation: Synthesis of carbazomycin A

The present paper offers a synthetically simple one-pot procedure for the catalytic preparation of the biologically interesting class of carbazoles. The new procedure is based on the combined catalysis of palladium and norbornene starting from o-substituted iodoarenes and N-sulfonylated or N-acetylated o-bromoanilines. A well-known member of this class, carbazomycin A, has been successfully prepared.