The deaminative coupling of gramines with nucleophiles represents a versatile approach for structure diversification, but often involves non innocent conditions and/or reagents. Here a new acetylenic reagent 2 is developed for the C–N bond activation of gramines and their in situ coupling with C- and N-centered nucleophiles. Using the new acid/base- and redox-neutral ynone reagent 2 the coupling reactions proceed exceedingly as exemplified by the synthesis of several indol-3-ylmethyl derivatives, including new indole-benzodiazepine and indole-hydrazone conjugates.

中文翻译：

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Ynone 促进禾本科胺与 C 和 N 亲核试剂的脱酰胺偶联


禾本科素与亲核试剂的脱酰胺偶联代表了一种结构多样化的通用方法，但通常涉及非无害条件和/或试剂。本研究开发了一种新的乙炔试剂 2，用于禾本科素的 C-N 键激活及其与 C 和 N 中心亲核试剂的原位偶联。使用新的酸/碱和氧化还原中性 ynone 试剂 2，偶联反应进行得非常顺利，例如几种吲哚-3-基甲基衍生物的合成，包括新的吲哚-苯二氮卓类和吲哚-腙酮偶联物。