Ye Xiaohan, Wang Jin, Ding Shengtao, Hosseyni Seyedmorteza, Wojtas Lukasz, Akhmedov Novruz G, Shi Xiaodong
Department of Chemistry, University of South Florida, Tampa, FL, 33620, USA.
Department of Chemistry, West Virginia University, Morgantown, WV, 26505, USA.
Chemistry. 2017 Aug 4;23(44):10506-10510. doi: 10.1002/chem.201702710. Epub 2017 Jul 20.
Nucleophilic addition to thioalkynes was investigated under various catalytic conditions with gold(I) complexes being identified as the optimal catalysts. Structural evaluation of the product revealed an unexpected cis-addition, arising from a gold-associated thioketene intermediate. Based on this interesting mechanistic insight, a gold(I)-catalyzed thioether addition to thioalkynes was developed as a novel approach to prepare ketene dithioacetals with good yields and high efficiency.
在各种催化条件下研究了亲核试剂对硫炔的加成反应,结果表明金(I)配合物是最佳催化剂。对产物的结构评估显示,由于与金相关的硫代乙烯酮中间体,发生了意外的顺式加成。基于这一有趣的机理见解,开发了一种金(I)催化的硫醚对硫炔的加成反应,作为一种高效高产率制备烯酮二硫代缩醛的新方法。