107616-57-9Relevant academic research and scientific papers
Synthesis of substituted benzoxacycles via a domino ortho-alkylation/heck coupling sequence
Martins, Andrew,Marquardt, Udo,Kasravi, Neema,Alberico, Dino,Lautens, Mark
, p. 4937 - 4942 (2007/10/03)
The synthesis of a variety of alkylidene benzoxacycles via a domino palladium-catalyzed ortho-alkylation/intramolecular Heck reaction is described. Under the optimized conditions [Pd(OAc)2 (10 mol %), P(2-Furyl) 3 (20 mol %), norborn
Iododediazoniation of Arenediazonium Salts Accompanied by Aryl Radical Ring Closure
Beckwith, Athelstan L. J.,Meijs, Gordon F.
, p. 1922 - 1930 (2007/10/02)
Treatment of o-(allyloxy)benzenediazonium tetrafluoroborate (1a) with sodium iodide in acetone affords the cyclized iodide 2a in good yield by a mechanism involving the generation and exo cyclization of the aryl radical 6a.Other diazonium salts (1b-i) containing suitable unsaturated side chains behave similarly, but those (1l,1m) in which there is an N-allylsulfonamido group yield mainly products formed by endo cyclization.The diazonium salts 1j and 1k do not give cyclized products.Factors affecting the mechanism, rates, and regiochemistry of the reaction are discussed.
