共 48 条
Photoredox deoxygenative allylation of carboxylic acids via selective 1,6-addition of acyl radicals to electron-deficient 1,3-dienes
被引:12
作者:

Zhang, Lili
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Coordinat Chem,Jiangsu Key Lab Adv O, Nanjing 210023, Jiangsu, Peoples R China Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Coordinat Chem,Jiangsu Key Lab Adv O, Nanjing 210023, Jiangsu, Peoples R China

Li, Yuhang
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Coordinat Chem,Jiangsu Key Lab Adv O, Nanjing 210023, Jiangsu, Peoples R China Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Coordinat Chem,Jiangsu Key Lab Adv O, Nanjing 210023, Jiangsu, Peoples R China

Guo, Zhenyu
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Coordinat Chem,Jiangsu Key Lab Adv O, Nanjing 210023, Jiangsu, Peoples R China Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Coordinat Chem,Jiangsu Key Lab Adv O, Nanjing 210023, Jiangsu, Peoples R China

Li, Yantao
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Coordinat Chem,Jiangsu Key Lab Adv O, Nanjing 210023, Jiangsu, Peoples R China Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Coordinat Chem,Jiangsu Key Lab Adv O, Nanjing 210023, Jiangsu, Peoples R China

Li, Nian
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Coordinat Chem,Jiangsu Key Lab Adv O, Nanjing 210023, Jiangsu, Peoples R China Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Coordinat Chem,Jiangsu Key Lab Adv O, Nanjing 210023, Jiangsu, Peoples R China

Li, Weipeng
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Coordinat Chem,Jiangsu Key Lab Adv O, Nanjing 210023, Jiangsu, Peoples R China Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Coordinat Chem,Jiangsu Key Lab Adv O, Nanjing 210023, Jiangsu, Peoples R China

Zhu, Chengjian
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Coordinat Chem,Jiangsu Key Lab Adv O, Nanjing 210023, Jiangsu, Peoples R China
Zhengzhou Univ, Coll Chem & Mol Engn, Green Catalysis Ctr, Zhengzhou 450001, Henan, Peoples R China Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Coordinat Chem,Jiangsu Key Lab Adv O, Nanjing 210023, Jiangsu, Peoples R China

Xie, Jin
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Coordinat Chem,Jiangsu Key Lab Adv O, Nanjing 210023, Jiangsu, Peoples R China Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Coordinat Chem,Jiangsu Key Lab Adv O, Nanjing 210023, Jiangsu, Peoples R China
机构:
[1] Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Coordinat Chem,Jiangsu Key Lab Adv O, Nanjing 210023, Jiangsu, Peoples R China
[2] Zhengzhou Univ, Coll Chem & Mol Engn, Green Catalysis Ctr, Zhengzhou 450001, Henan, Peoples R China
来源:
CHINESE JOURNAL OF CATALYSIS
|
2023年
/
50卷
关键词:
Photoredox catalysis;
Acyl radical;
3-Dienes;
6-Conjugate addition;
6-Dicarbonyl compound;
1,6-CONJUGATE ADDITION;
D O I:
10.1016/S1872-2067(23)64461-4
中图分类号:
O69 [应用化学];
学科分类号:
081704 ;
摘要:
We report the 1,6-addition of acyl radicals to the electron-deficient 1,3-dienes under visible-light photoredox catalysis. The deoxygenative allylation of the carboxylic acid is achieved under mild conditions, generating the valuable 1,6-dicarbonyl compounds in moderate to good yields (up to 96%). A range of functionalized carboxylic acids are competent coupling partners. This deoxygenative allylation protocol has a high level of regio-and stereo-selectivity as well as good functional group comparability.& COPY; 2023, Dalian Institute of Chemical Physics, Chinese Academy of Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:215 / 221
页数:7
相关论文
共 48 条
- [1] Addition of the tertiary radicals to electron-deficient 1,3-dienes using photoredox catalysis[J]. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2021, 418Abbas, Samir Y.论文数: 0 引用数: 0 h-index: 0机构: Natl Res Ctr, Organometall & Organometalloid Chem Dept, Cairo 12622, Egypt Natl Res Ctr, Organometall & Organometalloid Chem Dept, Cairo 12622, Egypt
- [2] 1,6-Addition of Tertiary Carbon Radicals Generated From Alcohols or Carboxylic Acids by Visible-Light Photoredox Catalysis[J]. ORGANIC LETTERS, 2018, 20 (03) : 868 - 871Abbas, Samir Y.论文数: 0 引用数: 0 h-index: 0机构: Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA Natl Res Ctr, Organometall & Organometalloid Chem Dept, Cairo 12622, Egypt Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USAZhao, Peng论文数: 0 引用数: 0 h-index: 0机构: Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USAOverman, Larry E.论文数: 0 引用数: 0 h-index: 0机构: Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
- [3] Direct Use of Carboxylic Acids in the Photocatalytic Hydroacylation of Styrenes To Generate Dialkyl Ketones[J]. ORGANIC LETTERS, 2019, 21 (24) : 9940 - 9944Alvarado, Jesus I. Martinez论文数: 0 引用数: 0 h-index: 0机构: Princeton Univ, Dept Chem, Princeton, NJ 08544 USA Princeton Univ, Dept Chem, Princeton, NJ 08544 USAErtel, Alyssa B.论文数: 0 引用数: 0 h-index: 0机构: Princeton Univ, Dept Chem, Princeton, NJ 08544 USA Princeton Univ, Dept Chem, Princeton, NJ 08544 USAStegner, Andrea论文数: 0 引用数: 0 h-index: 0机构: Princeton Univ, Dept Chem, Princeton, NJ 08544 USA CALTECH, Pasadena, CA 91125 USA Princeton Univ, Dept Chem, Princeton, NJ 08544 USAStache, Erin E.论文数: 0 引用数: 0 h-index: 0机构: Princeton Univ, Dept Chem, Princeton, NJ 08544 USA Cornell Univ, Ithaca, NY 14853 USA Princeton Univ, Dept Chem, Princeton, NJ 08544 USADoyle, Abigail G.论文数: 0 引用数: 0 h-index: 0机构: Princeton Univ, Dept Chem, Princeton, NJ 08544 USA Princeton Univ, Dept Chem, Princeton, NJ 08544 USA
- [4] Organocatalytic asymmetric 1,6-additions of β-ketoesters and glycine imine[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (17) : 5772 - 5778Bernardi, Luca论文数: 0 引用数: 0 h-index: 0机构: Aarhus Univ, Danish Natl Res Fdn, Ctr Catalysis, Dept Chem, DK-8000 Aarhus C, Denmark Aarhus Univ, Danish Natl Res Fdn, Ctr Catalysis, Dept Chem, DK-8000 Aarhus C, DenmarkLopez-Cantarero, Jesus论文数: 0 引用数: 0 h-index: 0机构: Aarhus Univ, Danish Natl Res Fdn, Ctr Catalysis, Dept Chem, DK-8000 Aarhus C, Denmark Aarhus Univ, Danish Natl Res Fdn, Ctr Catalysis, Dept Chem, DK-8000 Aarhus C, DenmarkNiess, Barbara论文数: 0 引用数: 0 h-index: 0机构: Aarhus Univ, Danish Natl Res Fdn, Ctr Catalysis, Dept Chem, DK-8000 Aarhus C, Denmark Aarhus Univ, Danish Natl Res Fdn, Ctr Catalysis, Dept Chem, DK-8000 Aarhus C, DenmarkJlrgensen, Karl Anker论文数: 0 引用数: 0 h-index: 0机构: Aarhus Univ, Danish Natl Res Fdn, Ctr Catalysis, Dept Chem, DK-8000 Aarhus C, Denmark Aarhus Univ, Danish Natl Res Fdn, Ctr Catalysis, Dept Chem, DK-8000 Aarhus C, Denmark
- [5] Advances in Organocatalytic 1,6-Addition Reactions: Enantioselective Construction of Remote Stereogenic Centers[J]. ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (06) : 888 - 912Chauhan, Pankaj论文数: 0 引用数: 0 h-index: 0机构: Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, GermanyKaya, Ugur论文数: 0 引用数: 0 h-index: 0机构: Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, GermanyEnders, Dieter论文数: 0 引用数: 0 h-index: 0机构: Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany
- [6] Exploration of Visible-Light Photocatalysis in Heterocycle Synthesis and Functionalization: Reaction Design and Beyond[J]. ACCOUNTS OF CHEMICAL RESEARCH, 2016, 49 (09) : 1911 - 1923Chen, Jia-Rong论文数: 0 引用数: 0 h-index: 0机构: 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 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 ChinaHu, Xiao-Qiang论文数: 0 引用数: 0 h-index: 0机构: 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 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 ChinaLu, Liang-Qiu论文数: 0 引用数: 0 h-index: 0机构: 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 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 ChinaXiao, Wen-Jing论文数: 0 引用数: 0 h-index: 0机构: 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 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
- [7] Pd(II)-Catalyzed asymmetric 1,6-conjugate addition of arylboronic acids to Meldrum's acid-derived dienes[J]. CHEMICAL COMMUNICATIONS, 2018, 54 (20) : 2522 - 2525Chen, Song论文数: 0 引用数: 0 h-index: 0机构: Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Mol Engn Chiral Drugs, 800 Dongchuan Rd, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Mol Engn Chiral Drugs, 800 Dongchuan Rd, Shanghai 200240, Peoples R ChinaWu, Liang论文数: 0 引用数: 0 h-index: 0机构: Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Mol Engn Chiral Drugs, 800 Dongchuan Rd, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Mol Engn Chiral Drugs, 800 Dongchuan Rd, Shanghai 200240, Peoples R ChinaShao, Qihang论文数: 0 引用数: 0 h-index: 0机构: Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Mol Engn Chiral Drugs, 800 Dongchuan Rd, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Mol Engn Chiral Drugs, 800 Dongchuan Rd, Shanghai 200240, Peoples R ChinaYang, Guoqiang论文数: 0 引用数: 0 h-index: 0机构: Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Mol Engn Chiral Drugs, 800 Dongchuan Rd, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Mol Engn Chiral Drugs, 800 Dongchuan Rd, Shanghai 200240, Peoples R ChinaZhang, Wanbin论文数: 0 引用数: 0 h-index: 0机构: Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Mol Engn Chiral Drugs, 800 Dongchuan Rd, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Mol Engn Chiral Drugs, 800 Dongchuan Rd, Shanghai 200240, Peoples R China
- [8] Highly Selective and Catalytic Generation of Acyclic Quaternary Carbon Stereocenters via Functionalization of 1,3-Dienes with CO2[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (47) : 18825 - 18835Chen, Xiao-Wang论文数: 0 引用数: 0 h-index: 0机构: Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R ChinaZhu, Lei论文数: 0 引用数: 0 h-index: 0机构: Chongqing Univ, Sch Chem & Chem Engn, Chongqing 400030, Peoples R China Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R ChinaGui, Yong-Yuan论文数: 0 引用数: 0 h-index: 0机构: Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China Sichuan Normal Univ, Coll Chem & Mat Sci, Chengdu 610068, Sichuan, Peoples R China Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R ChinaJing, Ke论文数: 0 引用数: 0 h-index: 0机构: Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R ChinaJiang, Yuan-Xu论文数: 0 引用数: 0 h-index: 0机构: Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R ChinaBo, Zhi-Yu论文数: 0 引用数: 0 h-index: 0机构: Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R ChinaLan, Yu论文数: 0 引用数: 0 h-index: 0机构: Chongqing Univ, Sch Chem & Chem Engn, Chongqing 400030, Peoples R China Zhengzhou Univ, Coll Chem, Zhengzhou 450001, Henan, Peoples R China Zhengzhou Univ, Inst Green Catalysis, Zhengzhou 450001, Henan, Peoples R China Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R ChinaLi, Jing论文数: 0 引用数: 0 h-index: 0机构: Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R ChinaYu, Da-Gang论文数: 0 引用数: 0 h-index: 0机构: Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China
- [9] Carboxylic Acids as A Traceless Activation Group for Conjugate Additions: A Three-Step Synthesis of (±)-Pregabalin[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (31) : 10886 - 10889Chu, Lingling论文数: 0 引用数: 0 h-index: 0机构: Princeton Univ, Merck Ctr Catalysis, Princeton, NJ 08544 USA Princeton Univ, Merck Ctr Catalysis, Princeton, NJ 08544 USAOhta, Chisa论文数: 0 引用数: 0 h-index: 0机构: Princeton Univ, Merck Ctr Catalysis, Princeton, NJ 08544 USA Princeton Univ, Merck Ctr Catalysis, Princeton, NJ 08544 USAZuo, Zhiwei论文数: 0 引用数: 0 h-index: 0机构: Princeton Univ, Merck Ctr Catalysis, Princeton, NJ 08544 USA Princeton Univ, Merck Ctr Catalysis, Princeton, NJ 08544 USAMacMillan, David W. C.论文数: 0 引用数: 0 h-index: 0机构: Princeton Univ, Merck Ctr Catalysis, Princeton, NJ 08544 USA Princeton Univ, Merck Ctr Catalysis, Princeton, NJ 08544 USA
- [10] Generation of Alkyl Radicals: From the Tyranny of Tin to the Photon Democracy[J]. CHEMICAL REVIEWS, 2020, 120 (17) : 9790 - 9833Crespi, Stefano论文数: 0 引用数: 0 h-index: 0机构: Univ Groningen, Stratingh Inst Chem, Ctr Syst Chem, NL-9747 AG Groningen, Netherlands Univ Groningen, Stratingh Inst Chem, Ctr Syst Chem, NL-9747 AG Groningen, NetherlandsFagnoni, Maurizio论文数: 0 引用数: 0 h-index: 0机构: Dept Chem, PhotoGreen Lab, I-27100 Pavia, Italy Univ Groningen, Stratingh Inst Chem, Ctr Syst Chem, NL-9747 AG Groningen, Netherlands