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Photoinduced atom transfer radical addition reaction of olefins with α-bromo carbonyls
https://gifu-pu.repo.nii.ac.jp/records/14399
https://gifu-pu.repo.nii.ac.jp/records/1439997ad737d-df3f-4166-839f-cb163d8eada0
Item type | 研究室原著論文(1) | |||||
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公開日 | 2022-03-02 | |||||
タイトル | ||||||
タイトル | Photoinduced atom transfer radical addition reaction of olefins with α-bromo carbonyls | |||||
タイトル | ||||||
タイトル | Photoinduced atom transfer radical addition reaction of olefins with α-bromo carbonyls | |||||
言語 | en | |||||
言語 | ||||||
言語 | eng | |||||
資源タイプ | ||||||
資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
資源タイプ | journal article | |||||
アクセス権 | ||||||
アクセス権 | metadata only access | |||||
アクセス権URI | http://purl.org/coar/access_right/c_14cb | |||||
抄録 | ||||||
値 | In this study, the atom transfer radical addition (ATRA) reaction of olefins RCH=CH2 (R = Bn, 3-methoxy-2-(methoxycarbonyl)-3-oxopropyl, hydroxymethyl, etc.) using bromomalonates R1C(C(O)R2)2Br (R1 = H, Me, n-Pr, 2-cyanoethyl; R2 = OMe, OEt, Ph, t-Bu) as halogen-bonding donors was developed. Using 4-phenylpyridine as the halogen-bonding acceptor, the desired reaction proceeded well under external irradiation of 380 nm light to furnish the corresponding ATRA reaction products RCH(Br)CH2C(C(O)R2)2R1. The ATRA reaction was effective in generating the corresponding products for a variety of olefins. Furthermore, the ATRA reaction was applicable to bulky ketones, substrates, and malonate esters. The intermediates of the reaction were identified and a plausible reaction mechanism was proposed. | |||||
書誌情報 |
Chemical & Pharmaceutical Bulletin en : Chemical & Pharmaceutical Bulletin 巻 69, 号 8, p. 796-801, 発行日 2021 |