1391575-84-0

Upstream product

• 6972-71-0 4,5-dimethyl-2-nitrobenzenamine 
• 109-92-2 ethyl vinyl ether 
• 610-91-3 5-nitropseudocumene 

Downstream Products

• 1494677-60-9 C₁₄H₁₇NO₄ 

Relevant academic research and scientific papers

Synthesis of indolines via a SmI2 promoted domino nitro reduction-intramolecular aza-Michael reaction

A simple and straightforward synthesis of substituted indolines based on a domino nitro reduction intramolecular aza-Michael reaction is described. The reaction employs Samarium diiodide under mild conditions for the addition of dibromoacetic acid to substituted 2-(2-nitrophenyl) acetaldehyde derivatives and their subsequent cyclization upon nitro group reduction to provide corresponding indoline heterocycles in good yields. This "one pot" strategy also permitted the expeditious synthesis of a 1,2,3,4-tetrahydroquinoline, whereas the seven-membered 2,3,4,5-tetrahydrobenzoazepines compounds were not formed under these reaction conditions.

Facile synthesis of indolines by a tandem nitro-reduction Aza Michael addition reaction

A diverse array of substrates are conveniently prepared by coupling diazonium salts to ethyl vinyl ether and subjecting the resultant aldehyde intermediate to a Wittig reaction to provide α,β-unsaturated esters with only one purification step. The cyclisation of 4-aryl-but-2-enoates is carried out in the presence of stoichiometric amounts of SnCl 22H2O and thus this one-pot strategy also permitted the expeditious synthesis of indolines in good yield. The Japan Institute of Heterocyclic Chemistry.

Continuous-flow synthesis of monoarylated acetaldehydes using aryldiazonium salts

Anilines and ethyl vinyl ether can be used as precursors for a process that is the synthetic equivalent of the α-arylation of acetaldehyde enolate. The reaction manifests a high level of functional group compatibility, allowing the ready preparation of a number of synthetically valuable compounds.