Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, MP-462023, India.
Org Lett. 2012 Sep 7;14(17):4466-9. doi: 10.1021/ol3019677. Epub 2012 Aug 14.
A transition-metal-free intramolecular dehydrohalide coupling via intramolecular homolytic aromatic substitution (HAS) with aryl radicals has been developed in the presence of potassium tert-butoxide and an organic molecule as the catalyst. The methodology has been applied to a concise synthesis of Amaryllidaceae alkaloids viz. oxoassoanine (1b), anhydrolycorinone (1d), and other related structures. Interestingly, the method also works only in the presence of potassium tert-butoxide.
在叔丁醇钾和有机分子作为催化剂的存在下，通过分子内自由基取代（HAS）实现了无过渡金属的分子内脱卤偶联。该方法已应用于 Amaryllidaceae 生物碱的简洁合成，例如氧化石蒜碱（1b）、脱水石蒜碱酮（1d）和其他相关结构。有趣的是，该方法也仅在存在叔丁醇钾的情况下才有效。
