Yadav Suresh Kumar, Ramesh Balu, Jeganmohan Masilamani
Department of Chemistry, Indian Institute of Technology Madras, Chennai 600036, Tamil Nadu, India.
J Org Chem. 2022 Mar 18;87(6):4134-4153. doi: 10.1021/acs.joc.1c02967. Epub 2022 Mar 4.
Air-stable, highly abundant, and cost-effective Co(III)-catalyzed redox-neutral [4 + 2]-annulation of aromatic sulfoxonium ylides with 1,3-diynes providing useful substituted 1-naphthol derivatives in a regioselective manner is described. Further, the prepared 1-naphthols having internal alkyne were converted into useful polycarbocyclic molecules and spiro-dienone derivatives in good-to-excellent yields. A possible reaction mechanism involving C-H activation as a key step was proposed and supported by deuterium labeling and kinetic isotope labeling studies.
描述了一种空气稳定、含量丰富且具有成本效益的钴（III）催化的氧化还原中性[4 + 2]环化反应，该反应使芳基硫叶立德与1,3-二炔以区域选择性方式反应，生成有用的取代1-萘酚衍生物。此外，所制备的含有内炔的1-萘酚以良好至优异的产率转化为有用的多环分子和螺二烯酮衍生物。提出了一种可能的反应机理，其中C-H活化作为关键步骤，并得到了氘标记和动力学同位素标记研究的支持。
