作者机构：
[肖文精] CCNU-u Ottawa Jojnt Research Center,College of Chemistry,Central China Normal University
会议名称：
第十九届全国金属有机化学学术讨论会
会议时间：
2016-10-28
会议地点：
中国浙江杭州
摘要：
<正>Visible-light photocatalysis has recently received increasing attention from chemists because of its wide application in organic synthesis and its significance for sustainable chemistry.This cataly
期刊：
Chemical Communications,2016年52(86):12749-12752 ISSN：1359-7345
通讯作者：
Chen, Jia-Rong;Xiao, Wen-Jing
作者机构：
[Zhao, Quan-Qing; Chen, Jia-Rong; Xiao, WJ; Xiao, Wen-Jing; Yang, Meng-Nan; Hu, Xiao-Qiang] 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.;[Xiao, Wen-Jing] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China.
通讯机构：
[Chen, JR; Xiao, WJ] C;[Xiao, Wen-Jing] L;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.;Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China.
摘要：
An efficient visible light photocatalytic and external oxidant-free N-radical 5-exo cyclization/addition/aromatization cascade of β,γ-unsaturated hydrazones is described, which provides a practical route to various biologically interesting dihydropyrazole-fused benzosultams in satisfactory yields.
期刊：
CHEMICAL SOCIETY REVIEWS,2016年45(8):2044-2056 ISSN：0306-0012
通讯作者：
Chen, Jia-Rong;Xiao, Wen-Jing
作者机构：
[Lu, Liang-Qiu; Chen, Jia-Rong; Xiao, WJ; Xiao, Wen-Jing; Hu, Xiao-Qiang] 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.
通讯机构：
[Chen, JR; Xiao, WJ] 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.
摘要：
Radicals are an important class of versatile and highly reactive species. Compared with the wide applications of various C-centred radicals, however, the N-radical species including N-centred radicals and radical ions remain largely unexplored due to the lack of convenient methods for their generation. In recent years, visible light photoredox catalysis has emerged as a powerful platform for the generation of various N-radical species and methodology development towards the synthesis of diverse N-containing compounds. In this tutorial review, we highlight recent advances in this rapidly developing area with particular emphases put on the working models and new reaction design.
作者机构：
[Zhao, Yu; Chen, Jia-Rong; Xiao, WJ; Xiao, Wen-Jing] Cent China Normal Univ, Minist Educ, Coll Chem, CCNU uOttawa Joint Res Ctr,Key Lab Pesticides & C, 152 Luoyu Rd, Wuhan 430079, Peoples R China.;[Xiao, Wen-Jing] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China.
通讯机构：
[Chen, JR; Xiao, WJ] C;[Xiao, Wen-Jing] L;Cent China Normal Univ, Minist Educ, Coll Chem, CCNU uOttawa Joint Res Ctr,Key Lab Pesticides & C, 152 Luoyu Rd, Wuhan 430079, Peoples R China.;Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China.
摘要：
A general and efficient visible light photocatalytic α-amino carbon radical-based cascade reaction of aroylhydrazones has been described. This protocol tolerates a wide array of α-silylamines and aroylhydrazones to afford the corresponding diversely functionalized hydrazide-containing chroman-2-ones and dihydroquinolin-2-ones in generally good yields with excellent diastereoselectivities.
摘要：
A dual catalytic system, combing visible light photoredox catalysis and iodide catalysis, has been developed for the functionalization of inert C–H bonds. By doing so, radical allylation reactions of N-aryl-tetrahydroisoquinolines (THIQs) were realized under extremely mild conditions, affording a wide variety of allyl-substituted THIQs in up to 78% yields.
摘要：
A copper-catalyzed decarboxylative amination/hydroamination sequence of propargylic carbamates with various nucleophiles is described for the first time. It features an earth-abundant metal catalyst, mild reaction conditions, and high efficiency. Further treatments of the resultant key intermediates using an acid or a base in one pot enable the controllable and divergent synthesis of two types of functionalized indoles. Moreover, experiments to demonstrate the synthetic potential of this methodology are performed.
通讯机构：
[Chen, Jia-Rong] C;Cent China Normal Univ, Coll Chem, Minist Educ, CCNU uOttawa Joint Res Ctr,Key Lab Pesticide & Ch, 152 Luoyu Rd, Wuhan 430079, Peoples R China.
摘要：
Compared with the popularity of various C-centred radicals, the N-centred radicals remain largely unexplored in catalytic radical cascade reactions because of a lack of convenient methods for their generation. Known methods for their generation typically require the use of N-functionalized precursors or various toxic, potentially explosive or unstable radical initiators. Recently, visible-light photocatalysis has emerged as an attractive tool for the catalytic formation of N-centred radicals, but the pre-incorporation of a photolabile groups at the nitrogen atom largely limited the reaction scope. Here, we present a visible-light photocatalytic oxidative deprotonation electron transfer/2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO)-mediation strategy for catalytic N-radical cascade reaction of unsaturated hydrazones. This mild protocol provides a broadly applicable synthesis of 1,6-dihydropyradazines with complete regioselectivity and good yields. The 1,6-dihydropyradazines can be easily transformed into diazinium salts that showed promising in vitro antifungal activities against fungal pathogens. DFT calculations are conducted to explain the mechanism.
通讯机构：
[Lu, Liang-Qiu] 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：
We successfully developed an unprecedented route to carbazole synthesis through a visible light-photocatalysed formal (4+2) cycloaddition of indole-derived bromides and alkynes. This novel protocol features extremely mild conditions, a broad substrate scope and high reaction efficiency.
摘要：
The first example of iron-catalyzed decarboxylative (4+1) cycloaddition reactions is described in this publication. By using this method, a wide range of functionalized indoline products were prepared from easily available vinyl benzoxazinanones and sulfur ylides in high yields and selectivities. A possible reaction pathway involving an allylic iron intermediate is discussed based on a series of control experiments and density-functional theory calculations.
摘要：
3,3-Disubstituted oxindoles are an important family of biologically active heterocycles, and numerous synthetic methodologies have been developed for their synthesis over past decades. Recently, the tandem radical cyclization of N-arylacrylamides has provided a new powerful approach to access various diversely functionalized 3,3-disubstituted oxindoles. This review will highlight recent advances in this field as well as applications in natural product synthesis in terms of different types of radical source. Particular emphases have also been placed on working models. 1 Introduction 2 Tandem Radical Addition/Cyclization Reaction of N-Arylacrylamides with Carbon Radicals 2.1 Aryl Radicals 2.2 Alkyl Radicals 2.3 Fluorine-Containing Carbon Radicals 2.4 Acyl Radicals 3 Tandem Radical Addition/Cyclization Reaction of N-Arylacrylamides with Heteroatom Radicals 3.1 Phosphonyl Radicals 3.2 Sulfur Radicals 3.3 Nitrogen Radicals 4 Conclusion and Perspective.
摘要：
An unprecedented phototandem catalysis based on a single iridium photocatalyst has been successfully developed. This powerful strategy consists of two mechanistically distinct catalytic cycles, namely, photocatalytic energy transfer (ET) and single electron transfer (SET). The novel protocol allows a rapid and efficient construction of biologically and synthetically important 3-ester-3-hydroxy-2-oxindole derivatives from readily available diazoamides through a cyclization/aerobic oxidation sequence under very mild conditions.
作者机构：
[Feng, Guoqiang; Zhao, Quan-Qing; Wei, Qiang; Xiao, Wen-Jing; Chen, Jia-Rong; Yan, Dong-Mei; Hu, Xiao-Qiang] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.;[Chen, Jia-Rong] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Chen, Jia-Rong] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
摘要：
A PhI(OAc)(2)-promoted radical cyclization of beta,gamma-unsaturated hydrazones and oximes has been developed for an efficient synthesis of various valuable pyrazoline and isoxazoline derivatives with satisfactory yields (up to 96%) under mild conditions.
期刊：
Chemical Communications,2015年51(17):3537-3540 ISSN：1359-7345
通讯作者：
Chen, Jia-Rong
作者机构：
[Lu, Liang-Qiu; Zhao, Quan-Qing; Deng, Qiao-Hui; Wei, Qiang; Xiao, Wen-Jing; Chen, Jia-Rong] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China.;[Chen, Jia-Rong] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Chen, Jia-Rong] C;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
摘要：
A visible-light-induced photocatalytic oxytrifluoromethylation reaction of N-allylamides has been developed for the efficient synthesis of CF3-containing oxazolines and benzoxazines under mild reaction conditions.
