Department of Chemistry-BMC, Uppsala University , Box 576, SE-75123 Uppsala, Sweden.
Org Lett. 2014 Nov 7;16(21):5556-9. doi: 10.1021/ol502553p. Epub 2014 Oct 17.
An atom-efficient synthesis of keto thioethers was devised via tandem gold/palladium catalysis. The reaction proceeds through a regioselective thiol attack at the β-position of the alcohol, followed by an alkyl, aryl, or benzyl 1,2-shift. Both acyclic and cyclic systems were studied, in the latter case leading to the ring expansion of cyclic substrates.
通过串联金/钯催化,设计了一种原子经济性的酮硫醚合成方法。该反应通过醇的β位的区域选择性硫代进攻,接着发生烷基、芳基或苄基 1,2-迁移来进行。研究了无环和环状体系,在后一种情况下导致环状底物的环扩张。