1410129-84-8Relevant academic research and scientific papers
Synthesis of an isoindoline-annulated, tricyclic sultam library via microwave-assisted, continuous-flow organic synthesis (MACOS)
Ullah, Farman,Zang, Qin,Javed, Salim,Porubsky, Patrick,Neuenswander, Benjamin,Lushington, Gerald H.,Hanson, Paul R.,Organ, Michael G.
experimental part, p. 2547 - 2554 (2012/09/07)
A microwave-assisted, continuous-flow organic synthesis (MACOS) protocol for the synthesis of an isoindoline-annulated, tricyclic sultam library, utilizing a Heck-aza-Michael (HaM) strategy, is reported. This sequence involves a Heck reaction on vinylsulfonamides with batch microwave heating followed by a one-pot, sequential intramolecular aza-Michael cyclization/Boc-deprotection using MACOS. Subsequent cyclization with either 1,1-carbonyldiimidazole or chloromethyl pivalate using MACOS provided an array of tricyclic sultams. This efficient three-step protocol requires only a few hours to produce the target sultams starting from simple starting materials. Using this strategy, a 38-member library of isoindoline-annulated sultams was generated in good to excellent overall yields (53-87%). Georg Thieme Verlag Stuttgart · New York.
