01583nas a2200277 4500008004100000022001400041245008500055210006900140260000800209300001400217490000700231520069900238653002700937653002300964653002400987653003201011653001201043653001301055653001501068653002401083653001801107100002201125700001901147700002401166856011501190 2017 eng d a0022-326300aInterrupting base-mediated benzofuran ring transformation with michael acceptors0 aInterrupting basemediated benzofuran ring transformation with mi cSEP a9816-98230 v823 a

A simple two-stage approach for the synthesis of 3-(2-arylbenzofuran-3-yl)propanoates and propanamides has been developed employing simple acrylates and acrylamides and readily available 3-aroylbenzofurans. The key step of this process involves a base-mediated ring opening of the 3-aroylbenzofurans and subsequent Michael addition of the resulting 1,3-dicarbonyl intermediate with acrylate/acrylamide, followed by the deformylation in one-pot. The resulting products undergo an acid-mediated dehydrative cyclization to arrive at these targets.

10aAcyl Benzylic Bromides10aBeta-Ketoaldehydes10aEfficient Synthesis10aOrtho-Hydroxybenzyl Ketones10aPhenols10aPosition10aPrecursors10aSur Le Benzofuranne10aTransposition1 aSrinivas, Kolluru1 aSharma, Rashmi1 aRamana, Chepuri, V. uhttps://library.ncl.res.in/content/interrupting-base-mediated-benzofuran-ring-transformation-michael-acceptors