Department of Chemistry, Graduate School of Science, Osaka Prefecture University , Sakai, Osaka 599-8531, Japan.
Org Lett. 2015 Oct 16;17(20):4952-5. doi: 10.1021/acs.orglett.5b02302. Epub 2015 Oct 6.
A carbonylative Mizoroki-Heck reaction using alkyl iodides was achieved with a Pd/photoirradiation system using DBU as a base. In this reaction, alkyl radicals were formed from alkyl iodides via single-electron transfer (SET) and then underwent a sequential addition to CO and alkenes to give β-keto radicals. It is proposed that DBU would abstract a proton α to carbonyl to form radical anions, giving α,β-unsaturated ketones via SET.
使用钯/光辐照体系，以 DBU 作为碱，实现了使用碘代烷烃的羰基化 Mizoroki-Heck 反应。在该反应中，烷基自由基通过单电子转移 (SET) 从碘代烷烃中生成，然后连续与 CO 和烯烃加成得到β-酮基自由基。据推测，DBU 会从羰基的α 位夺取质子形成自由基阴离子，通过 SET 生成α,β-不饱和酮。
