An environmentally friendly method for the synthesis of 3‐organylselenyl quinolones through theelectrochemical cross‐dehydrogenative coupling of 4‐quinolones and diorganyl diselenides wasdeveloped.As a green,atom e...An environmentally friendly method for the synthesis of 3‐organylselenyl quinolones through theelectrochemical cross‐dehydrogenative coupling of 4‐quinolones and diorganyl diselenides wasdeveloped.As a green,atom economic and self‐separating process,the present reaction requiresneither external oxidants nor electrolytes,forming a recyclable catalytic system.展开更多
Enones are widely explored in synthetic chemistry as fundamental building blocks for a wide range of reactions and exhibit intriguing biological activities that are pivotal for drug discovery.The development of synthe...Enones are widely explored in synthetic chemistry as fundamental building blocks for a wide range of reactions and exhibit intriguing biological activities that are pivotal for drug discovery.The development of synthetic strategies for highly efficient preparation of enones thereby receives intense attention,in particular through the transition metal-catalyzed coupling reactions.Here,we describe a carbene-catalyzed cross dehydrogenative coupling(CDC)reaction that enables effective assembly of simple aldehydes and alkenes to afford a diverse set of enone derivatives.Mechanistically,the in situ generated aryl radical is pivotal to“activate”the alkene by forming an allyl radical through intermolecular hydrogen atom transfer(HAT)pathway and thus forging the carbon-carbon bond formation with aldehyde as the acyl synthon.Notably,our method represents the first example on the enone synthesis through coupling of“non-functionalized”aldehydes and alkenes as coupling partners,and offers a distinct organocatalytic pathway to the transition metal-catalyzed coupling transformations.展开更多
Iron-mediated sp-sp3 C-C bond formation through the cross dehydrogenative coupling(CDC) of terminal alkynes with benzylic ethers or alkanes has been developed.The inexpensive iron salt is used as the catalyst to make ...Iron-mediated sp-sp3 C-C bond formation through the cross dehydrogenative coupling(CDC) of terminal alkynes with benzylic ethers or alkanes has been developed.The inexpensive iron salt is used as the catalyst to make this transformation environmentally benign.Iron-mediated sp-sp3 C-C bond formation through the cross dehydrogenative coupling(CDC) of terminal alkynes with benzylic ethers or alkanes has been developed.The inexpensive iron salt is used as the catalyst to make this transformation environmentally benign.展开更多
Iron-mediated sp-sp3 C-C bond formation through the cross dehydrogenative coupling(CDC) of terminal alkynes with benzylic ethers or alkanes has been developed.The inexpensive iron salt is used as the catalyst to make ...Iron-mediated sp-sp3 C-C bond formation through the cross dehydrogenative coupling(CDC) of terminal alkynes with benzylic ethers or alkanes has been developed.The inexpensive iron salt is used as the catalyst to make this transformation environmentally benign.展开更多
A mild and efficient synthesis for the biaryl acids via rhodium-catalyzed cross-dehydrogenative coupling reaction has been developed. This novel protocol with sodium chlorite as an oxidant featured many advantages suc...A mild and efficient synthesis for the biaryl acids via rhodium-catalyzed cross-dehydrogenative coupling reaction has been developed. This novel protocol with sodium chlorite as an oxidant featured many advantages such as mild reaction conditions, high regioselectivity, tolerance of various functional groups, and good to excellent yields.展开更多
A novel domino cross dehydrogenative coupling of 2-aryl acetals with unmodified ketones has been developed, using DDQ as both the oxidant and reactant precursor.
Polymethoxy-substituted phenanthrene-9-carboxylic acids or their methylate are key intermediates for the synthesis of tylophora alkaloids and their analogs. An intramolecular oxidative coupling reaction of unfunctiona...Polymethoxy-substituted phenanthrene-9-carboxylic acids or their methylate are key intermediates for the synthesis of tylophora alkaloids and their analogs. An intramolecular oxidative coupling reaction of unfunctionalized 2,3-disubstituted phenyl acrylic acids and derivatives promoted by di-tert-butylper- oxide gave above intermediates in high yields. The mild reaction conditions and easy purification procedures of this method provide a new approach for the synthesis of phenanthrenes.展开更多
文摘An environmentally friendly method for the synthesis of 3‐organylselenyl quinolones through theelectrochemical cross‐dehydrogenative coupling of 4‐quinolones and diorganyl diselenides wasdeveloped.As a green,atom economic and self‐separating process,the present reaction requiresneither external oxidants nor electrolytes,forming a recyclable catalytic system.
基金funding supports from the National Natural Science Foundation of China(Nos.21732002,22061007,22071036,and 22207022)Frontiers Science Center for Asymmetric Synthesis and Medicinal Molecules,National Natural Science Fund for Excellent Young Scientists Fund Program(Overseas),the starting grant of Guizhou University[No.(2022)47)]+10 种基金Department of Education,Guizhou Province[Qianjiaohe KY No.(2020)004]The 10 Talent Plan(Shicengci)of Guizhou Province(No.[2016]5649)Science and Technology Department of Guizhou Province(Nos.[Qiankehe-jichu-ZK[2022]zhongdian024],[2018]2802,[2019]1020,QKHJC-ZK[2022]-455)Department of Education of Guizhou Province(No.QJJ(2022)205)Program of Introducing Talents of Discipline to Universities of China(111 Program,No.D20023)at Guizhou UniversitySingapore National Research Foundation under its NRF Investigatorship(No.NRF-NRFI2016–06)Competitive Research Program(No.NRF-CRP22–2019–0002)Ministry of Education,Singapore,under its MOE Ac RF Tier 1 Award(Nos.RG7/20,RG70/21)MOE AcRF Tier 2(No.MOE2019-T2–2–117)MOE AcRF Tier 3 Award(No.MOE2018-T3–1–003)a Chair Professorship Grant,and Nanyang Technological University。
文摘Enones are widely explored in synthetic chemistry as fundamental building blocks for a wide range of reactions and exhibit intriguing biological activities that are pivotal for drug discovery.The development of synthetic strategies for highly efficient preparation of enones thereby receives intense attention,in particular through the transition metal-catalyzed coupling reactions.Here,we describe a carbene-catalyzed cross dehydrogenative coupling(CDC)reaction that enables effective assembly of simple aldehydes and alkenes to afford a diverse set of enone derivatives.Mechanistically,the in situ generated aryl radical is pivotal to“activate”the alkene by forming an allyl radical through intermolecular hydrogen atom transfer(HAT)pathway and thus forging the carbon-carbon bond formation with aldehyde as the acyl synthon.Notably,our method represents the first example on the enone synthesis through coupling of“non-functionalized”aldehydes and alkenes as coupling partners,and offers a distinct organocatalytic pathway to the transition metal-catalyzed coupling transformations.
基金supported by Peking University,the National Natural Science Foundation of China(20872003)National Basic Research Program of China(973 program)(2009CB825300)
文摘Iron-mediated sp-sp3 C-C bond formation through the cross dehydrogenative coupling(CDC) of terminal alkynes with benzylic ethers or alkanes has been developed.The inexpensive iron salt is used as the catalyst to make this transformation environmentally benign.Iron-mediated sp-sp3 C-C bond formation through the cross dehydrogenative coupling(CDC) of terminal alkynes with benzylic ethers or alkanes has been developed.The inexpensive iron salt is used as the catalyst to make this transformation environmentally benign.
文摘Iron-mediated sp-sp3 C-C bond formation through the cross dehydrogenative coupling(CDC) of terminal alkynes with benzylic ethers or alkanes has been developed.The inexpensive iron salt is used as the catalyst to make this transformation environmentally benign.
文摘A mild and efficient synthesis for the biaryl acids via rhodium-catalyzed cross-dehydrogenative coupling reaction has been developed. This novel protocol with sodium chlorite as an oxidant featured many advantages such as mild reaction conditions, high regioselectivity, tolerance of various functional groups, and good to excellent yields.
文摘A novel domino cross dehydrogenative coupling of 2-aryl acetals with unmodified ketones has been developed, using DDQ as both the oxidant and reactant precursor.
基金Sichuan Provincial Education Department(No.12ZA141)Key Laboratory of Advanced Functional Materials of Sichuan Province Higher Education System (No.KFKT2013-01)Sichuan Normal University(No.XYZ201314-37)for financial support
文摘Polymethoxy-substituted phenanthrene-9-carboxylic acids or their methylate are key intermediates for the synthesis of tylophora alkaloids and their analogs. An intramolecular oxidative coupling reaction of unfunctionalized 2,3-disubstituted phenyl acrylic acids and derivatives promoted by di-tert-butylper- oxide gave above intermediates in high yields. The mild reaction conditions and easy purification procedures of this method provide a new approach for the synthesis of phenanthrenes.
