70063-24-0

Upstream product

• 128746-62-3 2,3-dibromo-1-methyl-1H-indole 
• 120-72-9 indole 
• 139409-34-0 2-bromo-1H-indole 
• 108438-54-6 2,3-dibromo-1H-indole 
• 74-88-4 methyl iodide 
• 603-76-9 1-methylindole 
• 25055-55-4 2,3,5,6-tetrabromo-1-methyl-1H-indole 
• 125872-95-9 6-bromo-1-methyl-1H-indole 

Downstream Products

• 1448547-42-9 1-methyl-2,3,6-tri-p-tolyl-1H-indole 
• 1448547-53-2 3-bromo-1-methyl-2,6-di-p-tolyl-1H-indole 
• 1448547-58-7 3,6-dibromo-1-methyl-2-(p-tolyl)-1H-indole 
• 1448547-43-0 2,3,6-tris(4-ethylphenyl)-1-methyl-1H-indole 
• 1448547-54-3 3-bromo-2,6-bis(4-ethylphenyl)-1-methyl-1H-indole 
• 1448547-59-8 3,6-dibromo-2-(4-ethylphenyl)-1-methyl-1H-indole 
• 1448547-44-1 2,3,6-tris(4-chlorophenyl)-1-methyl-1H-indole 
• 1448547-55-4 3-bromo-2,6-bis(4-chlorophenyl)-1-methyl-1H-indole 
• 1448547-60-1 3,6-dibromo-2-(4-chlorophenyl)-1-methyl-1H-indole 
• 1448547-45-2 2,3,6-tris(4-(tert-butyl)phenyl)-1-methyl-1H-indole 
• 1448547-61-2 3,6-dibromo-2-(4-(tert-butyl)phenyl)-1-methyl-1H-indole 
• 1448547-46-3 1-methyl-2,3,6-tris(3-(trifluoromethyl)phenyl)-1H-indole 
• 1448547-47-4 2,3,6-tris(3,4-dimethoxyphenyl)-1-methyl-1H-indole 
• 1448547-48-5 2,3,6-tris(4-fluorophenyl)-1-methyl-1H-indole 

Relevant academic research and scientific papers

Synthesis of carbazoles and 1,2-dihydrocarbazoles by domino 'twofold Heck-6π-electrocyclization' reactions of di- and tribromo-N-methylindoles

The palladium(0)-catalyzed Heck cross-coupling reaction of 2,3-dibromo- and 2,3,6-tribromo-N-methylindole, using Pd(OAc)2 as the catalyst and a novel biaryl monophosphine ligand developed by Buchwald and co-workers, afforded the corresponding d

Simple and efficient procedures for selective preparation of 3-haloindoles and 2,3-dihaloindoles by using 1,3-dibromo-5,5-dimethylhydantoin and 1,3-dichloro-5,5-dimethylhydantoin

Simple and efficient synthetic procedures for the selective preparation of 3-bromo/3-chloroindoles and 2,3-dibromo/2,3-dichloroindoles by using 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) and 1,3-dichloro-5,5-dimethylhydantoin (DCDMH) were developed. Using 1,4-dioxane as the solvent, a variety of indoles, treated with 0.55 equiv DBDMH/DCDMH, afford the corresponding 3-bromo/3-chloroindoles selectively in 82-99% yield. In 1,2-dichloroethane (DCE), a series of 2,3-dichloro/2,3-dibromoindoles were selectively obtained in 84-95% yield by treating with DBDMH/DCDMH. All the processes do not need extra catalysts, dry solvents, or harsh reaction conditions.

Regioselective hydrodebromination of polybrominated indoles

The mixture of sodium borohydride and N,N,N′,N′- tetramethylethylenediamine in combination with a palladium catalyst is a mild and efficient system for the regioselective hydrodebromination of polybrominated indoles with both N-donating and N-withdrawing substituents [N-methyl- and N-(methoxycarbonyl)indoles, respectively]. The mixture of NaBH 4/N,N,N′,N′-tetramethylethylenediamine in combination with a palladium catalyst is a mild and efficient system for the regioselective hydrodebromination of polybrominated indoles with both N-donating and N-withdrawing substituents [N-methyl- and N-(methoxycarbonyl)indoles]. Copyright

Synthesis of carbazoles and 1,2-dihydrocarbazoles by domino 'twofold Heck/6π-electrocyclization' reactions of di-, tri- and tetrabromoindoles

Di-, tri- and tetra-alkenylindoles were prepared by palladium(0)-catalyzed Heck cross-coupling reactions of di-, tri- and tetrabromo-N-methylindoles. The reactions were carried out at 90°C using a novel biaryl monophosphine ligand developed by Buchwald an

Synthesis of bromoindole alkaloids from Laurencia brongniartii

A regioselective synthesis of N-carbomethoxy-2,3,5-tribromoindole (6) via a sequential one-pot bromination-aromatization-bromination of N-carbomethoxyindoline (2) is described. The process for the transformation of 2 into 6 permitted the isolation of stable reaction intermediates N-carbomethoxy-5-bromoindoline (3), N-carbomethoxy-5-bromoindole (4), and N-carbomethoxy-3,5-dibromoindole (5). Compound 6 was used to complete the total synthesis of the natural products 1b and 1c. In addition, bromination of N-carbomethoxyindole (11) afforded N-carbomethoxy-2,3,6-tribromoindole (13), from which the natural product 1a was synthesized.

Syntheses of polybrominated indoles from the red alga Laurencia brongniartii and the brittle star Ophiocoma erinaceus

The red alga Laurencia brongniartii and brittle star Ophiocoma erinaceus metabolites 2,3,6-tribromo-1-methylindole (1) and 2,3,5,6-tetrabromo-1-methylindole (2) are easily synthesized selectively from 2,3-dibromo-1-methylindole (5), which in turn is prepared from indole (3) in one continuous sequence in 92% yield. Moreover, 2 can be made from both 1 and 5 in 67% and 65% yields, respectively.