Department of Chemistry, Indian Institute of Technology Delhi Hauz Khas, New Delhi, 110016, India.
Chemistry. 2023 May 11;29(27):e202203924. doi: 10.1002/chem.202203924. Epub 2023 Mar 28.
Herein, we have disclosed pentafluorophenol as an operative catalyst for synthesizing (spirocyclic) tetrahydro-β-carbolines via the Pictet-Spengler reaction. This straightforward catalytic protocol works under mild conditions resulting indole alkaloids in excellent yield with remarkable functional group tolerance, including late-stage modifications. This transformation demonstrates a practical and adaptable approach to produce a highly effective gram-scale synthesis of the natural alkaloid Komavine and enables the synthesis of the commercial drug Tadalafil.
在此，我们披露了五氟苯酚作为一种有效的催化剂，用于通过皮克特-斯彭格勒反应合成（螺环）四氢-β-咔啉。这种简单的催化方案在温和条件下进行，导致吲哚生物碱以优异的收率和显著的官能团耐受性得到，包括后期修饰。这种转化为生产高效克级天然生物碱 Komavine 的合成提供了一种实用且适应性强的方法，并能够合成商业药物他达拉非。
