Oxidative Arylation of Isochroman

We report the use of a previously intractable nucleophile,
anisole,
in an oxidative “cross-dehydrogenative coupling” (CDC)
reaction with the cyclic ether isochroman, as well as derivatives
of both components. Metal catalysis was required for the reaction
to proceed efficiently, and the reaction is highly sensitive to modification
of either coupling partner but is able to produce a range of novel
compounds via what is a synthetic alternative to
the traditional oxa-Pictet–Spengler reaction.

本研究报道了将此前难以用作亲核试剂的苯甲醚(anisole)，应用于与环醚异色满(isochroman)及其二者各自衍生物的氧化交叉脱氢偶联(CDC)反应中。该反应需依托金属催化方可高效进行，且对任一偶联组分的修饰均具有高度敏感性；通过该反应可制备一系列新型化合物，可作为传统氧杂Pictet–Spengler反应的合成替代方案。