Zhao Xiaodan, Dimitrijević Elena, Dong Vy M
Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, Canada M5S 3H6.
J Am Chem Soc. 2009 Mar 18;131(10):3466-7. doi: 10.1021/ja900200g.
Selective C-H bond functionalization enables efficient access to valuable products from relatively simple precursors and thus remains a longstanding challenge in organic synthesis. This communication highlights the discovery of arylsulfonyl chlorides as readily available, inexpensive, and versatile reagents for C-H bond functionalization. A novel Pd-catalyzed synthesis of arylsulfones that features a rare C-H bond activation/functionalization to form a C-S bond is presented. By simple alterations of the reaction parameters, Pd-catalyzed C-Cl and C-C bond formation can also be achieved using arylsulfonyl chlorides as the oxidant.
选择性碳氢键官能团化能够从相对简单的前体高效合成有价值的产物，因此仍然是有机合成领域长期面临的挑战。本通讯重点介绍了芳基磺酰氯作为易于获得、价格低廉且用途广泛的碳氢键官能团化试剂的发现。报道了一种新型钯催化的芳基砜合成方法，该方法具有罕见的碳氢键活化/官能团化以形成碳-硫键的特点。通过简单改变反应参数，使用芳基磺酰氯作为氧化剂还可实现钯催化的碳-氯键和碳-碳键形成。
