標題: | Bromine-Radical-Mediated Synthesis of -Functionalized ,- and ,epsilon-Unsaturated Ketones via C-H Functionalization of Aldehydes |
作者: | Kippo, Takashi Kimura, Yuki Ueda, Mitsuhiro Fukuyama, Takahide Ryu, Ilhyong 應用化學系 Department of Applied Chemistry |
關鍵字: | bromine radical;S(H)2 ' reaction;beta,gamma-unsaturated ketones;delta,epsilon-unsaturated ketones;three-component reaction |
公開日期: | 1-九月-2017 |
摘要: | The bromine-radical-mediated allylation reaction of aldehydes was studied. In the presence of V-65 as radical initiator, the reaction of aldehydes with allyl bromides gave beta,gamma-unsaturated ketones in good yields (13 examples, 45-84%). The reaction is triggered by hydrogen abstraction from the aldehyde by bromine radical to form an acyl radical, which undergoes an S(H)2'-type addition-elimination reaction with allyl bromides to give coupling products with liberation of bromine radical. Three-component coupling reactions comprising aldehydes, electron-deficient alkenes, and methallyl bromide also proceeded to give delta,epsilon-unsaturated ketones. |
URI: | http://dx.doi.org/10.1055/s-0036-1588494 http://hdl.handle.net/11536/145947 |
ISSN: | 0936-5214 |
DOI: | 10.1055/s-0036-1588494 |
期刊: | SYNLETT |
Volume: | 28 |
起始頁: | 1733 |
結束頁: | 1737 |
顯示於類別: | 期刊論文 |