856703-95-2

Upstream product

• 114790-46-4 azidoacetaldehyde dimethyl acetal 
• 99564-79-1 1-phenyl-1,3-bis(trimethylsilyloxy)-1,3-butadiene 

Downstream Products

• 856704-10-4 2-(4-methoxypyrrolidin-2-ylidene)-1-phenylethanone 
• 50463-86-0 1-phenyl-2-(1H-pyrrol-2-yl)ethan-1-one 

Relevant academic research and scientific papers

Synthesis of 2-alkylidenepyrrolidines, pyrroles, and indoles by condensation of silyl enol ethers and 1,3-bis-silyl enol ethers with 1-azido-2,2-dimethoxyethane and subsequent reductive cyclization

The condensation of 1,3-bis-silyl enol ethers with 1-azido-2,2- dimethoxyethane and subsequent reductive cyclization allowed an efficient regio- and diastereoselective synthesis of a variety of 2-alkylidene-4- methoxypyrrolidines. The thermal elimination of methanol resulted in the formation of functionalized pyrroles. Similarly, 2,3,3a,4,5,6-hexahydro-2,3- benzopyrroles were prepared and transformed into 4,5,6,7-tetrahydro-2,3- benzopyrroles. In contrast, treatment of 2-alkylidenepyrrolidines with trifluoroacetic acid resulted in formation of indoles by [4 + 2] cycloaddition and subsequent extrusion of a nitrogen atom.