Tin-free Giese reaction and the related radical carbonylation using alkyl iodides and cyanoborohydrides |
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| Authors: | Ryu Ilhyong Uehara Shohei Hirao Hidefumi Fukuyama Takahide |
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| Affiliation: | Department of Chemistry, Graduate School of Science, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan. ryu@c.s.osakafu-u.ac.jp |
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| Abstract: | Tin-free Giese reaction and the related radical carbonylation process proceeded efficiently in the presence of sodium cyanoborohydride and tetrabutylammonium cyanoborohydride. The reaction took place chemoselectively at the carbon-iodine bond but not at the carbon-bromine and carbon-chlorine bonds. The iodine atom transfer followed by hydride reduction of the resulting carbon-iodine bond is proposed as a possible mechanism. |
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