1367876-33-2Relevant academic research and scientific papers
Synthesis of 3-( ?3,δ-disubstituted)allylidene-2-oxindoles from isatins by Wittig reaction with Morita-Baylis -Hillman bromides
Moon, Hye Ran,Kim, Ko Hoon,Lee, Junseong,Kim, Jae Nyoung
, p. 219 - 225 (2015)
Various 3-(?3,??-disubstituted)allylidene-2-oxindoles were synthesized by the Wittig reaction between isatins and the phosphorous ylide derived in situ from the Morita-Baylis -Hillman bromides. The 3-allylidene-2-oxindole could be used as an efficient syn
Diastereoselective synthesis of six-Membered carbocyclic spirooxindoles via 6π-Electrocyclization of 3-Dienylidene-2-Oxindoles
Kim, Ko Hoon,Moon, Hye Ran,Lee, Junseong,Kim, Jimin,Kim, Jae Nyoung
, p. 1532 - 1544 (2015)
The Wittig reaction of isatin derivatives with Morita-Baylis-Hillman bromides of cinnamaldehydes afforded 3-dienylidene-2-oxindoles. These trienes were converted into the corresponding spirooxindoles in a stereoselective manner in refluxing toluene in good yields. The diastereomeric spirooxindoles could be obtained stereoselectively by adding a catalytic amount of palladium(II) acetate via the palladium-catalyzed isomerization of EEE-trienes to ZEE-trienes followed by a more facile 6π-electrocyclization process. The obtained spirooxindoles could be further functionalized by palladium-catalyzed oxidative arylation, thionation with Lawesson's reagent, catalytic hydrogenation and Friedel-Crafts-type reaction.
Microwave-assisted synthesis of the (E)-α-methylalkenoate framework from multifunctionalized allylic phosphonium salts
Meier, Lidiane,Ferreira, Misael,Sa, Marcus M.
experimental part, p. 179 - 186 (2012/07/14)
A convenient and general microwave-assisted method for the synthesis of stereochemically defined α-methylalkenoic acids and esters from allylic phosphonium salts in a basic aqueous medium is described. A selective preparation of acids or esters was dependent on the base (NaOH or NaHCO 3) employed in the reaction and could be achieved with good to excellent yields under mild conditions in the absence of hydrides and reducing agents.
