1616115-85-5

Upstream product

• 67-62-9 O-Methylhydroxylamin 
• 83-34-1 3-Methylindole 
• 530-62-1 1,1'-carbonyldiimidazole 

Downstream Products

• 1616116-01-8 N-methoxy-3-methyl-2-phenyl-1H-indole-1-carboxamide 

Relevant academic research and scientific papers

The ruthenium(ii)-catalyzed C-H olefination of indoles with alkynes: The facile construction of tetrasubstituted alkenes under aqueous conditions

An environmentally-friendly and facile protocol for the construction of tetrasubstituted alkenes has been established with Ru(ii)-catalyzed C-H bond functionalizations under mild conditions. The method features the usage of readily available substrates, without external oxidants and additives, 100% atom economy, and excellent regioselectivity, thus enhancing the practicability of this protocol. Moreover, this transformation proceeded smoothly under aqueous conditions and could be extended to the gram scale. N-Methoxyamide, as a directing group (DG), played a vital role in the transformation.

Rh(iii)-Catalyzed C(sp2)-H functionalization/cyclization cascade of: N -carboxamide indole and iodonium reagents for access to indoloquinazolinone derivatives

A rhodium-catalyzed synthesis of indoloquinazolinone from a readily available hypervalent iodonium reagent and N-carboxamide indole was developed. The protocol features broad functional group tolerance, mild conditions, and excellent yields. The target products were obtained simply by filtration, without tedious column chromatography. Notably, the noble metal catalyst system can be recycled effectively at least ten times. The strategy may be amenable to industrial production.

Silver-promoted regioselective [4+2] annulation reaction of indoles with alkenes to construct dihydropyrimidoindolone scaffolds

An AgI-promoted regioselective [4+2] annulation reaction of indoles with alkenes has been established. During the transformation, N-centered radicals are generated by the oxidation of the N-H bond of N-alkoxyamides. Control experiments and DFT calculations reveal a plausible mechanism. This synergistic process achieves the direct construction of new C-C and C-N bonds under relatively mild conditions with broad substrate scope, high atom economy, and easy-to-handle nature.

A Cascade C–H-Functionalization/Cyclization Reaction of Indoles with α-Halo or α-Sulfonyloxy Ketones for the Synthesis of Dihydropyrimidoindolone Derivatives

A new cascade C–H-functionalization/cyclization reaction of N-carbamoylindoles 1 with α-halo, α-mesyloxy, or α-tosyloxy ketones 2 has been developed under rhodium(III) catalysis, leading to dihydropyrimido[1,6-a]indolone derivatives 3 in moderate to excellent yields.

Rh(III)-catalyzed selective coupling of N-methoxy-1H-indole-1-carboxamides and aryl boronic acids

A Rh(III)-catalyzed selective coupling of N-methoxy-1H-indole-1-carboxamide and aryl boronic acids is reported. The coupling is mild and efficient toward diverse product formation, with selective C-C and C-C/C-N bond formation. Kinetic isotope effects studies were conducted to reveal a mechanism of C-H activation and electrophilic addition.