School of Chemistry, University of Birmingham, Birmingham, UK.
Chemistry. 2018 Nov 22;24(65):17215-17219. doi: 10.1002/chem.201804378. Epub 2018 Oct 30.
Gold-catalysed oxidative cyclisation reactions of ynamides offer great promise in γ-lactam synthesis but are limited by preferential over-oxidation to form α-keto imides. Evaluating the factors that might limit N-cyclisation pathways led to effective gold-catalysed conditions that allow access to different fused γ-lactams on changing the ynamide N-substituent and accommodate previously incompatible substitution patterns. New and efficient methods for the synthesis of functionalised 3-aryl indoles and cyclohepta[c]pyrrol-1-one derivatives are presented. These conditions illustrate the complementarity of gold catalysis to other metals.
金催化的炔酰胺氧化环化反应在 γ-内酰胺合成中具有很大的应用前景，但由于优先过度氧化形成α-酮亚胺而受到限制。评估可能限制 N-环化途径的因素，导致在改变炔酰胺 N-取代基时，可以采用有效的金催化条件来获得不同的稠合γ-内酰胺，并适应以前不兼容的取代模式。本文提出了合成功能化 3-芳基吲哚和环庚[c]吡咯-1-酮衍生物的新的有效方法。这些条件说明了金催化与其他金属的互补性。
