Crudden Cathleen M, Maekawa Yuuki, Clarke Joshua J, Ida Tomohide, Fukumoto Yoshiya, Chatani Naoto, Murai Shinji
Department of Chemistry, Queen's University, Chernoff Hall, Kingston, Ontario K7L 3N6, Canada.
Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University, Chikusa, Nagoya 464-8601, Japan.
Org Lett. 2020 Nov 20;22(22):8747-8751. doi: 10.1021/acs.orglett.0c02349. Epub 2020 Aug 19.
We report the ruthenium-catalyzed cyclization of 1,6-diynes with two molecules of carbon monoxide and water to give a variety of catechols. This reaction likely proceeds through the intermediacy of the water-gas shift reaction to generate an yne-diol-type intermediate followed by a [4 + 2] cycloaddition with 1,6-diynes. The reaction requires no external reductants or hydride sources and provides a novel and valuable method for the synthesis of a variety of catechols.
我们报道了钌催化1,6 - 二炔与两分子一氧化碳和水发生环化反应生成多种邻苯二酚的过程。该反应可能通过水煤气变换反应生成炔二醇型中间体，然后与1,6 - 二炔进行[4 + 2]环加成反应来进行。该反应无需外部还原剂或氢化物源，为多种邻苯二酚的合成提供了一种新颖且有价值的方法。
