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《化学:亚洲杂志》2017,12(21):2799-2803
Direct C5‐alkylation of oxazole/thiazole with ether or cycloalkane has been achieved through a cobalt‐catalyzed cross‐dehydrogenative coupling (CDC) process in moderate to good yields. This transformation represents the first C(sp2)−C(sp3) cross‐coupling at the C5‐position of the oxazole/thiazole via double C−H bond cleavages. Various functional groups on oxazole/thiazole substrates, as well as water and air, are well‐tolerated with this concise and practical protocol, constituting straightforward access to heterocycles with great medicinal significance. A preliminary mechanism involving a radical process has also been proposed. 相似文献
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Ala Bunescu Dr. Qian Wang Prof. Dr. Jieping Zhu 《Chemistry (Weinheim an der Bergstrasse, Germany)》2014,20(45):14633-14636
A copper‐promoted oxyalkylation of alkenes with alkylnitriles has been developed. The protocol provides rapid access to phthalides (γ‐lactones) or isochromanones (δ‐lactones) via the formation of a C(sp3)?C(sp3) and a C(sp3)?O bond with the generation of up to two quaternary carbon atoms. Mechanistic studies suggest that this reaction is initiated by the formation of the C(sp3)?C(sp3) bond rather than the C(sp3)?O bond. Catalytic conditions were subsequently developed using carboxylic acid as an internal nucleophile. 相似文献
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Copper‐Catalyzed Intermolecular Carboetherification of Unactivated Alkenes by Alkyl Nitriles and Alcohols 下载免费PDF全文
Claire Chatalova‐Sazepin Dr. Qian Wang Prof. Dr. Glenn M. Sammis Prof. Dr. Jieping Zhu 《Angewandte Chemie (International ed. in English)》2015,54(18):5443-5446
A three‐component carboetherification of unactivated alkenes has been developed allowing the rapid building of complexity from simple starting materials. A wide range of α‐substituted styrenes underwent smooth reactions with unactivated alkyl nitriles and alcohols to afford γ‐alkoxy alkyl nitriles with concomitant generation of a quaternary carbon center. A radical clock experiment provided clear‐cut evidence that the reaction proceeds through a tertiary alkyl radical intermediate. 相似文献
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《Angewandte Chemie (International ed. in English)》2017,56(13):3708-3711
Herein, we disclose a strategy for the activation of N‐(acyloxy)phthalimides towards photoinduced electron transfer through hydrogen bonding. This activation mode enables efficient access to C(sp3)‐centered radicals upon decarboxylation from bench‐stable and readily available substrates. Moreover, we demonstrate that the formed alkyl radicals can be successfully employed in a novel redox‐neutral method for constructing sp3−sp3 bonds across styrene moieties that gives straightforward access to complex alcohol and ether scaffolds. 相似文献
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