期刊：
JOURNAL OF ORGANIC CHEMISTRY,2019年84(11):6798-6806 ISSN：0022-3263
通讯作者：
Shi, De-Qing
作者机构：
[Yao, Sheng; Xiao, Wen-Jing; Ma, Tian-Cong; Liu, Yi-Yin; Shi, De-Qing; Qao, Ming-Ming] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, CCNU uOttawa Joint Res Ctr,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;[Tang, Zi-Long] Hunan Univ Sci & Technol, Coll Chem & Chem Engn, Xiangtan 411201, Hunan, Peoples R China.;[Xiao, Wen-Jing] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China.
通讯机构：
[Shi, De-Qing] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, CCNU uOttawa Joint Res Ctr,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
摘要：
A novel visible-light photoredox-catalyzed phosphinyloxy radical addition/cyclization cascade of arylphosphinic acids or arylphosphonic acid monoesters with alkynes has been developed, which provides an efficient and practical access to various phosphaisocoumarins by using a dual catalytic system containing an acridinium photosensitizer and a cobaloxime proton-reducing catalyst [Co(dmgH)2]PyCl at ambient temperature. This method has advantages of a broad substrate scope, mild condition, as well as no sacrificial oxidant.
通讯机构：
[Chen, Jia-Rong] C;Cent China Normal Univ, CCNU uOttawa Joint Res Ctr, Key Lab Pesticides & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
摘要：
A photoinduced, copper-catalyzed three-component radical cross-coupling of cycloketone oxime esters, alkenes, and terminal alkynes is described for the first time. Key to the success of this process was the integration of photoinduced iminyl radical-mediated C-C bond cleavage with the conceptual simplicity of copper-catalyzed radical cross-coupling. This protocol provides access to cyanoalkyl-containing propargylic compounds in good yields.
作者机构：
[Zhao, Quan-Qing; Chen, Jia-Rong; Xiao, WJ; Xiao, Wen-Jing] Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Key Lab Pesticides & Chem Biol, CCNU uOttawa Joint Res Ctr,Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;[Li, Man; Xue, Xiao-Song] Nankai Univ, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China.
通讯机构：
[Chen, JR; Xiao, WJ] C;[Xue, Xiao-Song] N;Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Key Lab Pesticides & Chem Biol, CCNU uOttawa Joint Res Ctr,Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;Nankai Univ, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China.
摘要：
A neutral nitrogen radical-mediation strategy, wherein the existing N-H moiety of substrates serves as a neutral nitrogen radical precursor to enable room-temperature intermolecular radical difunctionalization of styrenes under photoredox catalysis, is reported. The reaction shows high functional group tolerance and substrate scope with respect to both components, giving the corresponding products with generally good yields. Preliminary control experiments and DFT calculations are performed to explain the reaction mechanism.
期刊：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2019年141(15):6167-6172 ISSN：0002-7863
通讯作者：
Lu, Liang-Qiu;Xiao, Wen-Jing;Lan, Yu
作者机构：
[Lu, Fu-Dong; Lu, LQ; Xiao, WJ; Lu, Liang-Qiu; Xiao, Wen-Jing; Zhou, Quan-Quan; Wei, Yi; Liu, Dan] Cent China Normal Univ, CCNU uOttawa Joint Res Ctr, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;[Zhu, Lei; Lan, Yu] Chongqing Univ, Sch Chem & Chem Engn, Chongqing 400030, Peoples R China.;[Yang, Qian] Huazhong Univ Sci & Technol, Sch Chem & Chem Engn, 1037 Luoyu Rd, Wuhan 430074, Hubei, Peoples R China.;[Xiao, Wen-Jing] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China.
通讯机构：
[Lu, LQ; Xiao, WJ; Lan, Yu; Xiao, Wen-Jing] C;Cent China Normal Univ, CCNU uOttawa Joint Res Ctr, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;Chongqing Univ, Sch Chem & Chem Engn, Chongqing 400030, Peoples R China.;Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China.
摘要：
The first asymmetric propargylic radical cyanation was realized through a dual photoredox and copper catalysis. An organic photocatalyst serves to both generate propargyl radicals and oxidize Cu(I) species to Cu(II) species. A chiral Cu complex functions as an efficient organometallic catalyst to resemble the propargyl radical and cyanide in an enantio-controlled manner. Thus, a diverse range of optically active propargyl cyanides were produced with high reaction efficiency and enantioselectivities (28 examples, 57-97% yields and 83-98% ee). Moreover, mechanistic investigations including experiments and density functional theory calculations were performed to illustrate on the reaction pathway and stereochemical results.
期刊：
Chemical Communications,2019年55(21):3117-3120 ISSN：1359-7345
通讯作者：
Chen, Jia-Rong
作者机构：
[Cheng, Ying; Zhou, Fan; Xiao, Wen-Jing; Chen, Jia-Rong; Liu, Xiao-Peng] Cent China Normal Univ, Int Joint Res Ctr Intelligent Biosensing Technol, Coll Chem, Key Lab Pesticide & Chem Biol,Minist Educ, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China.
通讯机构：
[Chen, Jia-Rong] C;Cent China Normal Univ, Int Joint Res Ctr Intelligent Biosensing Technol, Coll Chem, Key Lab Pesticide & Chem Biol,Minist Educ, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
摘要：
A visible light photoredox-catalyzed carbon radical-mediated strategy for in situ formation of ortho-quinone methides from 2-vinyl phenols is described. This strategy enables a multicomponent cyclization reaction of 2-vinyl phenols, Umemoto's reagent, and sulfur ylides, providing access to trifluoromethylated 2,3-dihydrobenzofurans.
期刊：
Chemical Communications,2019年55(33):4853-4856 ISSN：1359-7345
通讯作者：
Lu, Liang-Qiu
作者机构：
[Lu, Liang-Qiu; Xiao, Wen-Jing; Liang, Dong; Liu, Yi-Yin] Cent China Normal Univ, Coll Chem, Key Lab Pesticide Sc Chem Biol, Minist Educ,CCNU uOttawa Joint Res Ctr, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;[Lu, Liang-Qiu] Chinese Acad Sci, LICP, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Gansu, Peoples R China.;[Xiao, Wen-Jing] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China.
通讯机构：
[Lu, Liang-Qiu] C;Cent China Normal Univ, Coll Chem, Key Lab Pesticide Sc Chem Biol, Minist Educ,CCNU uOttawa Joint Res Ctr, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;Chinese Acad Sci, LICP, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Gansu, Peoples R China.
摘要：
Efficient C-N and C-O coupling reactions of aryl halides with amines and alcohols have been developed by using the strategy of heterogeneous visible light photoredox and nickel dual catalysis. Obviously, the joint use of inexpensive and bench-stable CdS and nickel salts, together with mild reaction conditions, makes these two transformations attractive for the synthetic community. This heterogeneous dual catalysis system also proved to be successful in the ligand-free catalytic hydroxylation of aryl bromide with water as a nucleophile. The practicality of this protocol is further emphasized by the scaled-up reaction and the reusability of heterogeneous photocatalysts.
摘要：
In recent years, visible light-driven organic photochemical synthesis has attracted wide research interest from academic and industrial communities due to its features of green and sustainable chemistry. In this flourishing area, Chinese chemists have devoted great efforts to different aspects of synthetic chemistry. This review will summarize their representative work according to the following categories: C–H functionalization, synthesis of aromatic aza-heterocycles, asymmetric organic photochemical synthesis, transformations of small molecules and biomolecule-compatible reactions.
作者机构：
[Xiao, Wen-Jing; Chen, Jia-Rong; Wang, Peng-Zi] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Chen, Jia-Rong] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
摘要：
Hantzsch esters were often previously used as reductants in thermal catalytic hydrogenation reactions. Over the last few decades, Hantzsch esters have proven to be a useful class of electron donors and proton sources in photoredox catalyzed processes. Moreover, under photoredox catalytic conditions, alkyl-1,4-dihydropyridines can serve as versatile types of alkylation reagents via oxidative fragmentation mechanisms. This minireview highlights the recent advances in the chemistry of Hantzsch esters in photoredox catalyzed organic synthesis, with particular emphasis placed on reaction mechanisms. We hope that this review will inspire further new reaction design and developments with such a class of readily accessible reagents.
期刊：
Chemical Communications,2019年55(60):8716-8721 ISSN：1359-7345
通讯作者：
Lu, Liang-Qiu
作者机构：
[Lu, Liang-Qiu; Xiao, Wen-Jing; Zhang, Kai] Cent China Normal Univ, Coll Chem, CCNU uOttawa Joint Res Ctr, Key Lab Pesticide & Chem Biol,Minist Educ, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Lu, Liang-Qiu] C;Cent China Normal Univ, Coll Chem, CCNU uOttawa Joint Res Ctr, Key Lab Pesticide & Chem Biol,Minist Educ, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
摘要：
The Wittig reaction is a reliable method for synthesizing alkenes from phosphorous ylides (P-ylides) and carbonyls, and is thus widely applied in medicine and pharmaceutical production. Among them, asymmetric Wittig reactions using chiral P-ylides are believed to be a conventional pathway towards chiral alkenes. Obviously, the key of this transformation is the efficient construction of chiral P-ylides. Over the past decade, the coupling of the in situ generated chiral P-ylides through the catalytic asymmetric alkylation of easily available P-ylides and the subsequent Wittig reaction with carbonyls has already been achieved, allowing the efficient and selective synthesis of versatile chiral alkenes. This review highlights these impressive advances according to the catalysis type, and the general mechanisms and stereochemical inductions are briefly discussed as well. We hope this article will be a useful reference and inspiration for those who are exploring new methods and new applications of chiral P-ylides.
作者机构：
[Cheng, Ying; Chen, Jia-Rong; Xiao, WJ; He, Bin-Qing; Xiao, Wen-Jing; Wang, Peng-Zi] Cent China Normal Univ, Key Lab Pesticides & Chem Biol, Hubei Int Sci & Technol Cooperat Base Pesticide &, CCNU uOttawa Joint Res Ctr,Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China.
通讯机构：
[Chen, JR; Xiao, WJ] C;[Xiao, Wen-Jing] L;Cent China Normal Univ, Key Lab Pesticides & Chem Biol, Hubei Int Sci & Technol Cooperat Base Pesticide &, CCNU uOttawa Joint Res Ctr,Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China.
摘要：
A light-driven, metal-free, and iminyl radical-mediated ring-opening C-C bond cleavage/addition cascade of O-4-methoxybenzyl oxime ethers and alkenes is described for the first time. The reaction shows a broad substrate scope and high functional group compatibility with both components, giving the corresponding valuable oxo nitriles in generally good yields. Key to the success of this protocol is the generation of cyclic iminyl radicals from the O-4-methoxybenzyl oxime ethers via a photocatalytic hydrogen atom transfer (HAT) process. The proposed main pathway is also supported by the preliminary mechanistic studies.
摘要：
Over the past decade, the combination of visible light photocatalysis and organocatalysis has made remarkable progress in modern chemical synthesis. In these dual catalysis system, photocatalysts or photosensitizers absorb visible light to induce their photoexcited states which can activate unreactive substrates via electron or energy transfer mechanisms, and organocatalysts are usually employed to regulate the chemical reactivity of the other substrates. By doing so, two reactive species react with each in a selective-especially enantioselective-way, to provide the final products. This article summarizes the recent development of cooperative catalysis by the combination of organocatalysis and photocatalysis in asymmetric organic synthesis. These reactions are classified according to the manner of activation of the organocatalysts. Enamine/iminium catalysts are used to activate unreactive carbonyl molecules. Nucleophilic catalysts including nitrogen heterocycle carbene catalysts and tertiary amine catalysts are employed to reverse the reactivity of electrodeficient substrates including aldehydes and enals. Chiral Bronsted acid catalysts are used to activate substrates by forming key H-bonding complexes between substrates and catalysts.
作者机构：
[Xiao, WJ; Chen, Jia-Rong; Lu, Bin; Xiao, Wen-Jing; Chen, Jun; Liang, Dong; Yu, Xiao-Ye; Wang, Peng-Zi] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, CCNU UOttawa Joint Res Ctr, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China.
通讯机构：
[Xiao, WJ; Chen, JR] C;[Xiao, Wen-Jing] L;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, CCNU UOttawa Joint Res Ctr, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China.
摘要：
Catalytic enantioselective chemical reactions involving highly reactive radical species remain largely unexplored. We report herein for the first time a novel enantioselective radical ring-opening cyanation of redox-active oxime esters by dual photoreodox and copper catalysis. This mild protocol shows good functional group tolerance and broad substrate scope, producing a wide range of optically active alkyl dinitriles with high yields and excellent enantioselectivities, which are difficult to access traditionally.
