53666-10-7Relevant academic research and scientific papers
Scaffold-divergent synthesis of ring-fused indoles, quinolines, and quinolones via iodonium-induced reaction cascades
Halim, Rosliana,Aurelio, Luigi,Scammells, Peter J.,Flynn, Bernard L.
, p. 4708 - 4718 (2013/06/27)
N-(2-Iodophenyl)imines A are readily formed from Schiff's base condensation of 2-iodoanilines with carbonyls and ketals. These imines provide useful substrates in scaffold-divergent synthesis through the attachment of an alkyne (Songashira coupling or acyl substitution of a Weinreb amide) followed by an iodonium-induced reaction cascade to give ring-fused indoles B, quinolines C, or quinolones D depending on the reaction conditions employed.
Alternating lodonium-mediated reaction cascades giving indole- And quinoline-containing polycycles
Halim, Rosliana,Scammells, Peter J.,Flynn, Bernard L.
supporting information; experimental part, p. 1967 - 1970 (2009/04/10)
A simple two-step convergent protocol gives direct access to synthetic Intermediate A from ortho-iodoanilines. Intermediate A can be treated with NIS In CH2CI2 to Induce novel lodonium mediated domino reaction cascade, which provides direct access to ring-fused Indole compounds B. Simply by changing the reaction conditions, this protocol can be directed down an alternative domino reaction cascade to give various ring fused quinoline compounds C.
