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http://dx.doi.org/10.5012/bkcs.2014.35.11.3254

Synthesis of Arene-Fused Isoindoline Derivatives from Morita-Baylis-Hillman Adducts by IMDA Reaction Using Z-Vinylarenes as 1,3-Dienes  

Kim, Ko Hoon (Department of Chemistry and Institute of Basic Science, Chonnam National University)
Lim, Jin Woo (Department of Chemistry and Institute of Basic Science, Chonnam National University)
Moon, Hye Ran (Department of Chemistry and Institute of Basic Science, Chonnam National University)
Kim, Jae Nyoung (Department of Chemistry and Institute of Basic Science, Chonnam National University)
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Abstract
Intramolecular Diels-Alder (IMDA) reaction of vinylarenes bearing a Z-alkenyl tether, prepared from Morita-Baylis-Hillman (MBH) adducts, afforded arene-fused isoindoline derivatives in good yields. Vinylfurans, vinylthiophenes, and vinylnaphthalenes could be used successfully as dienes, while vinylbenzene failed under the same reaction conditions.
Keywords
Intramolecular Diels-Alder reaction; Morita-Baylis-Hillman adducts; Vinylarenes; Isoindolines;
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